Expanded porphyrin-like structures based on twinned triphenylenes
Expanded porphyrin-like structures based on twinned triphenylenes
Triphenylene twins are intriguing structures, and those bridged through their 3,6-positions by dipyrromethene units give a new class of macrocycles that can be viewed as rigid, expanded porphyrin derivatives in which coplanarity is enforced in a formally antiaromatic pi system. Somewhat surprisingly, however, macrocyclization leads to significant overall stabilization of the dipyrromethene chromophores.
9505-9511
Gopee, Hemant
afac69bb-7b26-453c-aa7a-9962e5205405
Kong, Xiangfei
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He, Zhiqun
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Chambrier, Isabelle
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Hughes, David L.
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Tizzard, Graham J.
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Coles, Simon J.
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Cammidge, Andrew N.
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11 September 2013
Gopee, Hemant
afac69bb-7b26-453c-aa7a-9962e5205405
Kong, Xiangfei
c7395270-34e2-4764-bebd-77837cb3a2fe
He, Zhiqun
67e983b2-22ca-40a2-b7fb-1a44fe9d6017
Chambrier, Isabelle
d3ad81b8-12d1-4f7a-bc04-99da7f4c0d50
Hughes, David L.
d3b8245e-976a-47e6-8fe6-6ebcf38e2255
Tizzard, Graham J.
8474c0fa-40df-43a6-a662-7f3c4722dbf2
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Cammidge, Andrew N.
e7a6b5be-5613-416e-8f1a-40b4744ecf65
Gopee, Hemant, Kong, Xiangfei, He, Zhiqun, Chambrier, Isabelle, Hughes, David L., Tizzard, Graham J., Coles, Simon J. and Cammidge, Andrew N.
(2013)
Expanded porphyrin-like structures based on twinned triphenylenes.
Journal of Organic Chemistry, 78 (18), .
(doi:10.1021/jo401551c).
Abstract
Triphenylene twins are intriguing structures, and those bridged through their 3,6-positions by dipyrromethene units give a new class of macrocycles that can be viewed as rigid, expanded porphyrin derivatives in which coplanarity is enforced in a formally antiaromatic pi system. Somewhat surprisingly, however, macrocyclization leads to significant overall stabilization of the dipyrromethene chromophores.
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e-pub ahead of print date: 29 August 2013
Published date: 11 September 2013
Organisations:
Organic Chemistry: Synthesis, Catalysis and Flow, Chemistry
Identifiers
Local EPrints ID: 362487
URI: http://eprints.soton.ac.uk/id/eprint/362487
ISSN: 0022-3263
PURE UUID: 1477385c-71f8-4b06-ac6b-60130c7e8364
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Date deposited: 25 Feb 2014 14:03
Last modified: 15 Mar 2024 03:10
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Contributors
Author:
Hemant Gopee
Author:
Xiangfei Kong
Author:
Zhiqun He
Author:
Isabelle Chambrier
Author:
David L. Hughes
Author:
Andrew N. Cammidge
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