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Portrait of Dr Christopher Gabbutt Dr Christopher Gabbutt

c.gabbutt@hud.ac.uk | 01484 471733



Biography

I am a Senior Research Fellow in the Department of Chemical and Biological Sciences. Prior to joining Huddersfield in August 2012 I have, over the last 21 years taught and researched in organic chemistry and held numerous administrative roles at the Universities of Central Lancashire (1991-1998), Hull (1998-2001) and Leeds (2001-2012). My teaching experience ranges widely across the subject and encompasses both fundamental and applied aspects of organic chemistry. I have as a result of my PhD (1987, CNAA) a long-standing research interest in heterocyclic chemistry, in particular the chemistry of benzopyrans and fused-ring derivatives. My research has developed several new methods to synthesise or to functionalise benzopyran-containing ring systems. Work on a wide variety of other heterocycles has also been undertaken. Concomitantly, research on photochromic heterocyclic compounds, in collaboration with industry, has been actively pursued since 1986 and has also produced many ‘firsts’. These include the discovery of the most intense colouring photochromic compounds – i.e. the amino-substituted spirooxazines, the controlled thermal fading of spirooxazines, the discovery of hyperchromic naphthopyrans and, more recently, the first dichroic naphthopyrans.

Work on photochromic compounds has resulted in 16 patents. Molecules developed over the years have now been commercialised world-wide.

Other materials chemistry-based projects, funded, by industry are currently underway.

Research & Scholarship

Aspects of benzopyran chemistry which have been extensively explored include: (i) Rearrangements of acylbenzopyranone derivatives initiated by acid or by addition of organolithium or organocuprate reagents. (ii) Ring and lateral directed lithiation and reductive lithiations of chromones, xanthones and xanthendiones. (iv) The synthesis and cycloadditions of benzopyrans possessing iso-condensed furan, thiophene and pyrrole rings.

Current interests centre upon:

Heterocyclic Materials Chemistry

Photochromism of aryl-linked naphthopyrans; investigation of substituent and electron transmission effects in naphthopyrans. Synthesis of optical molecular switches based on di(heteroaryl)ethene motifs. Design and synthesis of multiply switchable photochromic systems. Atropisomerism in photochromic compounds. Synthesis of novel p-deficient heterocyclic electron acceptors. Synthesis and properties of electrochromic compounds.

Synthetic Heterocyclic Chemistry

Synthesis of fused ring derivatives of 2H-pyran especially chromones, thiochromones and tetrahydroxanthendiones. Cycloaddition chemistry of furobenzopyrans. Synthesis of hetero-fused benzo[b]thiophenes and dibenzothiophenes.

New routes to and applications of transition metal-mediated transformations (Pd, Ir and Rh) for the synthesis of novel functional organic materials. Synthesis of fused-ring siloles and azaindolizines.

For further details, please see my Research Page

Publications and Other Research Outputs

2014

Aiken, S., Booth, K., Gabbutt, C., Heron, B., Rice, C., Charaf-Eddin, A. and Jacquemin, D. (2014) ‘The first structural and spectroscopic characterisation of a ring-opened form of a 2H-naphtho[1,2-b]pyran: a novel photomerocyanineChemical Communications , 50 (58), pp. 7900-7903. ISSN 1359-7345

2013

Aiken, S., Gabbutt, C., Gillie, L., Heywood, J., Jacquemin, D., Rice, C. and Heron, B. (2013) ‘The Remarkable Hyperchromicity of Ketohydrazone Dyes and Pigment Lakes Derived from 4-Morpholino-2-naphtholEuropean Journal of Organic Chemistry , 2013 (36), pp. 8097-8107. ISSN 1434-193X

Chaitanya, K., Hai Ju, X., Heron, B. and Gabbutt, C. (2013) ‘Vibrational spectra and static vibrational contribution to first hyperpolarizability of naphthopyrans — A combined experimental and DFT study.Vibrational Spectroscopy , 69, pp. 65-83. ISSN 09242031

Aiken, S., Clayton, D., Gabbutt, C., Heron, B. and Kolla, S. (2013) ‘Cationic merocyanine dyes by photomodulation of [4-(naphthopyran-3-yl)phenyl]methinesDyes and Pigments , 97 (1), pp. 118-123. ISSN 0143-7208

2012

Blackwell, C., Gabbutt, C., Guthrie, J. and Heron, B. (2012) ‘The synthesis and properties of vinyl substituted naphthopyrans and their styrene copolymersDyes and Pigments , 95 (2), pp. 408-420. ISSN 0143-7208

Crossley, D., Gabbutt, C., Heron, B., Kay, P. and Mogstad, M. (2012) ‘Synthesis and photochromic properties of spiro[naphthopyran-7?H-benzocyclohepta-5?,8?-dienes] Dyes and Pigments , 95 (1), pp. 62-68. ISSN 0143-7208

Gabbutt, C., Heron, B., Kilner, C. and Kolla, S. (2012) ‘The synthesis and properties of naphthopyran– boradiazaindacene conjugates Dyes and Pigments , 94 (2), pp. 175-182. ISSN 0143-7208

Gabbutt, C., Gibbons, L., Heron, B. and Kolla, S. (2012) ‘The intramolecular capture of thermally generated merocyanine dyes derived from naphthopyrans: Photochromism of 5-(diarylhydroxymethyl)-2H-naphtho[1,2-b]pyrans Dyes and Pigments , 92 (3), pp. 995-1004. ISSN 0143-7208

Gabbutt, C., Heron, B., Kilner, C. and Kolla, S. (2012) ‘The synthesis and photochromism of a 2,2-diaryl-6-styryl-2H-[1]benzopyran: Unexpected palladium-mediated ring-contraction of a 6-bromo-2,2-diaryl-2H-[1]benzopyranDyes and Pigments , 92 (2), pp. 825-830. ISSN 0143-7208

2011

Gabbutt, C., Heron, B., Kilner, C. and Kolla, S. (2011) ‘Hexatriene formation from the regiospecific alkene cross-metathesis of trans-1-(buta-1,3-dien-1-yl)-2-acryloyloxynaphthaleneJournal of chemical research , 35 (9), pp. 531-535. ISSN 1747-5198

Chaitanya, K., Santhamma, C., Heron, B., Gabbutt, C. and Instone, A. (2011) ‘Vibrational assignment of the spectral data and thermodynamic properties of 2-chloro-4-fluorobenzophenone using DFT quantum chemical calculationsVibrational Spectroscopy , 57 (1), pp. 35-41. ISSN 0924-2031

Curtis, A., Gabbutt, C., Heron, B. and Kilner, C. (2011) ‘Direct formation of ?,?-unsaturated dithioacetals from diarylpropynolsTetrahedron Letters , 52 (6), pp. 708-710. ISSN 0040-4039

2010

Gabbutt, C., Heron, B., Kilner, C. and Kolla, S. (2010) ‘Benzopentalenonaphthalenones from the intramolecular capture of a merocyanine derived from a naphthopyranChemical Communications , 46 (44), pp. 8481-8483. ISSN 1359-7345

Gabbutt, C., Heron, B., Kilner, C. and Kolla, S. (2010) ‘The influence of a 1,1-diarylvinyl moiety on the photochromism of naphthopyransOrganic & Biomolecular Chemistry , 8 (21), pp. 4874-4883. ISSN 1477-0520

2009

Aiken, S., Gabbutt, C., Heron, B., Kershaw, C., Smith, N. and Cano, J.(2009) Photochromic Dichroic Naphthopyrans and Optical Articles Containing them. WO/2009109546.

Aiken, S., Gabbutt, C., Heron, B., Kershaw, C., Smith, N. and Cano, J.(2009) Photochromic Dichroic Naphthopyrans and Optical Articles Containing them. EP/2098520.

2008

Gabbutt, C., Heron, B., Kolla, S., Kilner, C., Coles, S., Horton, P. and Hursthouse, M. (2008) ‘Ring contraction during the 6?-electrocyclisation of naphthopyran valence tautomersOrganic & Biomolecular Chemistry , 6 (17), pp. 3096-3104. ISSN 1477-0520

Gabbutt, C., Heron, B., Kolla, S. and Mcgivern, M. (2008) ‘Two Stage Colour Modulation of Triarylmethine Dyes Derived from a Photochromic NaphthopyranEuropean Journal of Organic Chemistry , 2008 (12), pp. 2031-2034. ISSN 1434-193X

Aiken, S., Cano, J., Gabbutt, C. and Heron, B.(2008) 6-Biphenyl-Ester-3H-Naphtho[2,1-b]pyrans as Photochromic Dichroic Dyes and Optical Articles Containing Them. WO2008029194.

Aiken, S., Cano, J., Gabbutt, C., Heron, B., Kosa, T., Su, L., Sukhomlinova, L. and Taheri, B.(2008) 3H-Naphtho[2,1-b]pyrans as Photochromic Dichroic Dyes and Optical Articles Containing Them. WO/2008080226.

Aiken, S., Cano, J., Gabbutt, C. and Heron, B.(2008) 6-Biphenyl-Ester-3H-Naphtho[2,1-b]pyrans as Photochromic Dichroic Dyes and Optical Articles Containing Them. WO2008028930.

Gabbutt, C., Heron, B., Instone, A., Kolla, S., Mahajan, K., Coelho, P. and Carvalho, L. (2008) ‘Synthesis and photochromic properties of symmetrical aryl ether linked bi- and tri-naphthopyransDyes and Pigments , 76 (1), pp. 24-34. ISSN 0143-7208

2007

Sriprom, W., Néel, M., Gabbutt, C., Heron, B. and Perrier, S. (2007) ‘Tuning the color switching of naphthopyrans via the control of polymeric architecturesJournal of Materials Chemistry , 17 (19), pp. 1885-1893. ISSN 0959-9428

2006

Gabbutt, C., Hargrove, T., Heron, B., Jones, D., Poyner, C., Yildiz, E., Horton, P. and Hursthouse, M. (2006) ‘Oxidation and ring cleavage reactions of 3-benzhydrylchromones. Generation of triarylmethine cations from methylidenechroman-4-ones and benzopyrano[4,3-c]pyrazolesTetrahedron , 62 (47), pp. 10945-10953. ISSN 0040-4020

Gabbutt, C., Heron, B. and Instone, A. (2006) ‘The synthesis and electronic absorption spectra of 3-phenyl-3(4-pyrrolidino-2-substituted phenyl)-3H-naphtho[2,1-b]pyrans: further exploration of the ortho substituent effectTetrahedron , 62 (4), pp. 737-745. ISSN 0040-4020

2005

Gabbutt, C., Heron, B., Thomas, D., Partington, S., Light, M. and Hursthouse, M. (2005) ‘Photochromic Naphthopyrans Containing a Latent Carbene UnitMolecular Crystals and Liquid Crystals , 431 (1), pp. 357-362. ISSN 1542-1406

Clarke, D., Gabbutt, C., Hepworth, J. and Heron, B. (2005) ‘Synthesis of 3-alkenyl-2-arylchromones and 2,3-dialkenylchromones via acid-catalysed retro-Michael ring opening of 3-acylchroman-4-onesTetrahedron Letters , 46 (33), pp. 5515-5519. ISSN 0040-4039

Gabbutt, C., Heron, B., Mars, C. and Partington, S. (2005) ‘Synthesis and Photochromic Properties of 2H,9H-Indeno[1,2-f]- and 3H,7H-Indeno[2,1-i]- naphtho[2,1-b]pyransMolecular Crystals and Liquid Crystals , 430 (1), pp. 167-172. ISSN 1542-1406

Afrasiabi, Z., Sinn, E., Kulkarni, P., Ambike, V., Padhye, S., Deobagakar, D., Heron, B., Gabbutt, C., Anson, C. and Powell, A. (2005) ‘Synthesis and characterization of copper(II) complexes of 4-alkyl/aryl-1,2-naphthoquinones thiosemicarbazones derivatives as potent DNA cleaving agentsInorganica Chimica Acta , 358 (6), pp. 2023-2030. ISSN 0020-1693

Gabbutt, C., Heron, B., Instone, A., Horton, P. and Hursthouse, M. (2005) ‘Synthesis and photochromic properties of substituted 3H-naphtho[2,1-b]pyransTetrahedron , 61 (2), pp. 463-471. ISSN 0040-4020

2004

Gabbutt, C., Heron, B., Thomas, D., Light, M. and Hursthouse, M. (2004) ‘Carbenoid induced irreversible ring opening of naphthopyransTetrahedron Letters , 45 (32), pp. 6151-6154. ISSN 0040-4039

Heron, B., Gabbutt, C., Hepworth, J., Thomas, D., Kilner, C. and Partington, S. (2004) ‘Synthesis and Photochromic Properties of Methoxy Substituted 2,2-Diaryl-2H-naphtho[1,2-b]pyransHeterocycles , 63 (3), pp. 567-582. ISSN 0385-5414

Aiken, S., Gabbutt, C., Heron, B., Instone, A., Horton, P. and Hursthouse, M. (2004) ‘Making light work in colour chemistryAdvances in Colour Science & Technology , 7 (3), pp. 55-65. ISSN 1462-4761

2003

Aiken, S., Gabbutt, C. and Heron, B. (2003) ‘Synthesis and photochromic properties of aryl-, heteroaryl- and biphenyl- linked 3H-naphtho[2,1-b]pryans’. In: 19th International Congress on Heterocyclic Chemistry: Book of Abstracts . : Elsevier. p. 102. ISBN 9780080443041

Gabbutt, C., Heron, B., Mars, C., Light, M. and Hursthouse, M. (2003) ‘Novel phosphorus ylides from ANRORC and ring cleavage reactions of 3-(aryliminomethyl)chromones’. In: 19th International Congress on Heterocyclic Chemistry: Book of Abstracts . : Elsevier. p. 234. ISBN 9780080443041

Daia, D., Clarke, D., Gabbutt, C., Hepworth, J. and Heron, B. (2003) ‘Transformations of 3-acylchromones into alkenyl and allenyl chromones’. In: 19th International Congress on Heterocyclic Chemistry: Book of Abstracts . : Elsevier. p. 156. ISBN 9780080443041

Gabbutt, C., Heron, B. and Thomas, D. (2003) ‘Observations on the synthesis and reactivity of photochromic naphthopyrans’. In: 19th International Congress on Heterocyclic Chemistry: Book of Abstracts . : Elsevier. p. 171. ISBN 9780080443041

Gabbutt, C., Heron, B., Instone, A., Thomas, D., Partington, S., Hursthouse, M. and Gelbrich, T. (2003) ‘Observations on the Synthesis of Photochromic NaphthopyransEuropean Journal of Organic Chemistry , 2003 (7), pp. 1220-1230. ISSN 1434-193X

Heron, B., Gabbutt, C. and Instone, A. (2003) ‘Control of the Fading Properties of Photochromic 3,3-Diaryl-3H-naphtho- [2,1-b]pyransHeterocycles , 60 (4), pp. 843-855. ISSN 0385-5414

Daia, D., Gabbutt, C., Heron, B., Hepworth, J., Hursthouse, M. and Malik, K. (2003) ‘Conjugate additions of lithium dialkynylcuprates [(RC?C)2CuLi] to activated chromones. Unexpected formation of the 6H-bis[1]benzopyrano[2,3-b:3?,4?-e]pyridine systemTetrahedron Letters , 44 (7), pp. 1461-1464. ISSN 0040-4039

Gabbutt, C., Heron, B. and Instone, A. (2003) ‘Control of the fading properties of photochromic 3,3-diaryl-3H-naphtho[2,1-b] pryansAdvances in Colour Science & Technology , 6 (4), pp. 116-118. ISSN 1462-4761

2002

Gabbutt, C., Hepworth, J., Heron, B. and Pugh, S. (2002) ‘A facile route to pyrroles, isoindoles and hetero fused analoguesJournal of the Chemical Society, Perkin Transactions 1 (24), pp. 2799-2808. ISSN 1472-7781

Gabbutt, C., Gelbrich, T., Hepworth, J., Heron, B., Hursthouse, M. and Partington, S. (2002) ‘Synthesis and photochromic properties of some fluorine-containing naphthopyransDyes and Pigments , 54 (1), pp. 79-93. ISSN 0143-7208

Daia, G., Gabbutt, C., Hepworth, J., Heron, B., Hibbs, D. and Hursthouse, M. (2002) ‘Synthesis and cycloadditions of 9H-furo[3,4-b][1]benzo(thio)pyran-9-ones: furan ring formation by a novel hydrolytically induced cycloreversionTetrahedron Letters , 43 (25), pp. 4507-4510. ISSN 0040-4039

Gabbutt, C., Heron, B., McCreary, J. and Thomas, D. (2002) ‘Unusual aminations with tetramethylguanidineJournal of chemical research , 2002 (2), pp. 69-71. ISSN 1747-5198

2001

Gabbutt, C., Hepworth, J., Heron, B., Partington, S. and Thomas, D. (2001) ‘Synthesis and spectroscopic properties of some merocyanine dyesDyes and Pigments , 49 (1), pp. 65-74. ISSN 0143-7208

Clarke , D., Heron, B., Gabbutt, C., Hepworth, J., Partington, S. and Corns, S.(2001) Rapid Fading Photo-Responsive Materials. WO/2001/012619.

2000

Gabbutt, C., Hepworth, J., Heron, B. and Partington, S. (2000) ‘Photochromism of some thienobenzopyransDyes and Pigments , 47 (1-2), pp. 73-77. ISSN 0143-7208

Gabbutt, C., Hepworth, J., Heron, B., Coles, S. and Hursthouse, M. (2000) ‘Synthesis of some thiochromeno[4,3-c]- and [3,4-c]-pyrazolesJournal of the Chemical Society, Perkin Transactions 1 (17), pp. 2930-2938. ISSN 1470-4358

Gabbutt, C., Heron, B., Hursthouse, M. and Abdul Malik, K. (2000) ‘Conjugate addition of a phosphorus ylide to 3-cyanochromonePhosphorus, Sulfur, and Silicon and the Related Elements , 166 (1), pp. 99-109. ISSN 1042-6507

Clarke , D., Heron, B., Gabbutt, C., Hepworth, J., Partington, S. and Corns, S.(2000) Photochromic Substituted 2H-Naphtho[1,2-b]pyrans. WO/2000/035902 .

Clarke , D., Heron, B., Gabbutt, C., Hepworth, J., Partington, S. and Corns, S.(2000) Grey Colouring Photochromic Fused Pyrans. WO/2000/018755.

Gabbutt, C., Hepworth, J., Heron, B. and Partington, S. (2000) ‘Protolysis of Spironaphtho(aza)pyranoindolesMolecular Crystals and Liquid Crystals Science and Technology. Section A. Molecular Crystals and Liquid Crystals , 345 (1), pp. 323-328. ISSN 1058-725X

Gabbutt, C., Hepworth, J., Heron, B. and Partington, S. (2000) ‘Photochromism of Some HeterobenzopyransMolecular Crystals and Liquid Crystals Science and Technology. Section A. Molecular Crystals and Liquid Crystals , 344 (1), pp. 229-234. ISSN 1058-725X

1999

Gabbutt, C., Hepworth, J., Heron, B., Rahman, M., Coles, S. and Hursthouse, M. (1999) ‘Synthesis and reactivity of some 3,4-dibromo-2H-[1]benzopyrans: The generation and reactions of 3,4-didehydro-2H-[1]benzopyranTetrahedron , 55 (34), pp. 10467-10480. ISSN 0040-4020

Gabbutt, C., Hepworth, J., Heron, B. and Thomas, J. (1999) ‘A novel acylative ring cleavage of benzothieno[3,2-b]pyran-4-ols: application to the synthesis of dibenzothiophenes and fused-ring derivativesChemical Communications (6), pp. 541-542. ISSN 1359-7345

Clarke , D., Heron, B., Gabbutt, C., Hepworth, J., Partington, S. and Corns, S.(1999) Naphthopyran Photochromic Dyes Sensitive to pH. WO/1999/031081 .

Gabbutt, C., Hepworth, J. and Heron, B. (1999) ‘An NMR investigation of the merocyanine dyes generated by protolysis of some novel spironaphthopyranoindolesDyes and Pigments , 42 (1), pp. 35-43. ISSN 0143-7208

Clarke , D., Heron, B., Gabbutt, C., Hepworth, J., Partington, S. and Corns, S.(1999) Photochromic Compounds. WO/1999/020630 .

Gabbutt, C., Hepworth, J., Heron, B., Elsegood, M. and Clegg, W. (1999) ‘An unusual ring expansion from the Zav’yalov pyrrole synthesis: formation of oxacino[2,3-c]pyrrolesChemical Communications (3), pp. 289-290. ISSN 1359-7345

Hepworth, J., Gabbutt, C. and Heron, B. (1999) ‘Photochromism of naphthopyrans’. In: Dye & pigment chemistry (Colour science '98 : Proceedings of the international conference & exhibition. : University of Leeds . pp. 161-173. ISBN 9780853161967

1998

Gabbutt, C., Hepworth, J., Heron, B., Jones, A., Raper, E. and Clegg, W. (1998) ‘Structural studies of a novel heterocyclic phosphoranePhosphorus, Sulfur, and Silicon and the Related Elements , 143 (1), pp. 221-230. ISSN 1042-6507

Clarke , D., Heron, B., Gabbutt, C., Hepworth, J., Partington, S. and Corns, S.(1998) Red Colouring Hyperchromic 3H-Naphtho[2,1-b]pyrans. WO/1998/045281.

Clarke , D., Heron, B., Gabbutt, C., Hepworth, J., Partington, S. and Corns, S.(1998) Neutral Colouring Photochromic 2H-Naphtho[1,2-b]pyrans and Heterocyclic Pyrans and Their Use. WO/1998/042693.

Clarke , D., Heron, B., Gabbutt, C., Hepworth, J., Partington, S. and Corns, S.(1998) Intense Colouring Photochromic 2H-Naphtho[1,2-b]pyrans and Heterocyclic Pyrans . WO/1998/042695 .

Daia, G., Gabbutt, C., Hepworth, J., Heron, B., Hibbs, D. and Hursthouse, M. (1998) ‘The directed lithiation of some 3-acylchromone acetalsTetrahedron Letters , 39 (10), pp. 1215-1218. ISSN 0040-4039

Gabbutt, C., Hepworth, J., Heron, B. and Thomas, J. (1998) ‘The oxidative ring expansion of spiro-annulated chroman-4-ones: Syntheses of the rotenoid core and related benzoxanthonesTetrahedron Letters , 39 (8), pp. 881-884. ISSN 0040-4039

1997

Gabbutt, C., Hepworth, J. and Heron, B. (1997) ‘A facile synthesis of some benzothiopyrano [4,3-b] pyrrolesJournal of Chemical Research , pp. 102-103. ISSN 0308-2342

1996

Hepworth, J., Gabbutt, C. and Heron, B. (1996) ‘Pyrans and their Benzo Derivatives - Structure’. In: Comprehensive Heterocyclic Chemistry II. : Pergamon. pp. 301-350. ISBN 9780080420721

Hepworth, J., Gabbutt, C. and Heron, B. (1996) ‘Pyrans and their Benzo Derivatives - Synthesis’. In: Comprehensive Heterocyclic Chemistry II. : Pergamon. pp. 351-468. ISBN 9780080420721

Gabbutt, C., Heron, B., Hepworth, J. and Rahman, M. (1996) ‘The generation and reactions of 3,4-didehydro-2H-[1]benzopyran, a highly strained heterocycleTetrahedron Letters , 37 (8), pp. 1313-1316. ISSN 0040-4039

1995

Gabbutt, C., Hepworth, J. and Heron, B. (1995) ‘Reactions of some 2H-Chromenes and 2H-Thiochromenes with triazolinedionesTetrahedron , 51 (48), pp. 13277-13290. ISSN 0040-4020

Gabbutt, C., Hepworth, J. and Heron, B. (1995) ‘The reaction of methylenetriphenylphosphorane with aromatic heterocyclic 1,2-diketonesJournal of Chemical Research (miniprint) , p. M0805-M0819. ISSN 0308-2350

Gabbutt, C., Hepworth, J. and Heron, B. (1995) ‘The reaction of methylenetriphenylphosphorane with aromatic and heterocyclic 1,2-diketonesJournal of Chemical Research , pp. 118-119. ISSN 0308-2342

1994

Gabbutt, C., Hepworth, J. and Heron, B. (1994) ‘Synthesis and reactivity of some thiochroman-3,4-diones.Tetrahedron , 50 (26), pp. 7865-7878. ISSN 0040-4020

Gabbutt, C., D. Hepworth, J. and Heron, B. (1994) ‘A new reaction of ?-chloro-?-chlorosulfenyl ketones: facile syntheses of 3,3-dichloro- and 3-chloro-chroman-4-ones and thiochroman-4-onesTetrahedron , 50 (17), pp. 5245-5254. ISSN 0040-4020

Gabbutt, C., Hartley, D., Hepworth, J., Heron, B., Kanjia, M. and Rahman, M. (1994) ‘Synthesis and reactivity of some 4-bromo- 2H-chromenes and 2H-thiochromenesTetrahedron , 50 (8), pp. 2507-2522. ISSN 0040-4020

Gabbutt, C., Hepworth, J. and Heron, B. (1994) ‘Expedient syntheses of the rotenoid and thiorotenoid systemsJournal of the Chemical Society, Perkin Transactions 1 (6), pp. 653-657. ISSN 0300-922X

Gabbutt, C., Hepworth, J., Heron, B. and Rahman, M. (1994) ‘Allenes from 3-bromo-2H-1-benzopyransJournal of the Chemical Society, Perkin Transactions 1 (13), pp. 1733-1737. ISSN 0300-922X

Gabbutt, C., Hepworth, J., Heron, B. and Kanjia, M. (1994) ‘Ring contraction of sulfenamides derived from thiochroman-4-onesTetrahedron , 50 (3), pp. 827-834. ISSN 0040-4020

Bethune, R., Gabbutt, C., Guinot, S., Hepworth, J. and Heron, B. (1994) ‘Directed lithiation of some chroman-4-olsJournal of the Chemical Society, Perkin Transactions 1 (14), pp. 1925-1933. ISSN 0300-922X

1993

Clayton, S., Gabbutt, C., Hepworth, J. and Heron, B. (1993) ‘Direct aromatic tert-butylation during the synthesis of thiochroman-4-onesTetrahedron , 49 (4), pp. 939-946. ISSN 0040-4020

1992

Gabbutt, C., Hepworth, J. and Heron, B. (1992) ‘Synthesis of the 5-thiorotenoid system from thiochroman-3-oneJournal of the Chemical Society, Perkin Transactions 1 (22), pp. 3015-3018. ISSN 0300-922X

Gabbutt, C., Hepworth, J. and Heron, B. (1992) ‘Enamino ketones as precursors of functionalised 2H-thiopyrans and thiopyrano[2,3-c]- and [3,2-b]-benzothiopyransJournal of the Chemical Society, Perkin Transactions 1 (20), pp. 2603-2608. ISSN 0300-922X

Esteem

Editor: Journal of Chemical Research (since 2010)

Regular reviewer for: Journal of Organic Chemistry, Organic and Biomolecular Chemistry, European Journal of Organic Chemistry, Tetrahedron, Chemical Society Reviews, Chemistry, A European Journal, Angewandte Chemie International Edition.

Research has contributed to industrial sponsors gaining:

  • The Chemical Industries Association Award (2005)
  • Queen’s Award to Industry (Enterprise) (2006)
  • Highly commended runner-up Royal Society of Chemistry Teamwork and Innovation Award (2006)

PhD Examiner

Various UK and overseas (India, Pakistan) universities

Invited review chapters

  • Rodd’s Chemistry of Carbon Compounds (1988)
  • Comprehensive Heterocyclic Chemistry I and II, Comprehensive Organic Functional Group Transformations I (1984, 1995 and 1996)

Collaborations

Numerous industrial collaborations. Academic collaborations include the Universities of Bordeaux and Lille.

Research Degree Supervision

New approaches for the synthesis and functionalistion of chromones and 4-quinolones
A novel approach to generate ortho-substituted arylpropynones, precursors to these important heterocycles will be explored. New metal-mediated C-H bond functionalistion protocols will be investigated.

Synthesis and spectroscopic investigation of photochromic systems.
The synthesis of bi-photochromic systems in which a naphthopyran possessing an embedded di(heteroaryl)ethene be explored – these systems offer the potential for multiply addressable systems for optical data storage.

Synthesis of pseudoazulenes.
Pseudoazulenes represent an interesting and diverse class of heterocycle. Many have emerging applications in advanced materials, for example as electrochromes or in dye-sensitised solar cells. New approaches to a variety of pseudoazulenes via electrocyclisation reactions of heteroaryl-linked Schiff bases and azobenzenes and also via metal-meditated C-H functionalisation reactions of arylazoles will be explored.

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