Synthesis of Meso-Substituted Subphthalocyanine-Subporphyrin Hybrids: Boron Subtribenzodiazaporphyrins
Synthesis of Meso-Substituted Subphthalocyanine-Subporphyrin Hybrids: Boron Subtribenzodiazaporphyrins
The first syntheses of hybrid structures that lie between subphthalocyanines and subporphyrins are reported. The versatile single-step synthetic method uses a preformed aminoisoindolene to provide the bridging methine unit and its substituent while trialkoxyborates simultaneously act as Lewis acid, template, and provider of the apical substituent. The selection of each component therefore allows for the controlled formation of diverse, differentially functionalized systems. The new hybrids are isolated as robust, pure materials that display intense absorption and emission in the mid-visible region. The new compounds are further characterized in solution and solid state by variable-temperature NMR spectroscopy and X-ray crystallography, respectively.
dyes/pigments, heterocycles, phthalocyanines, porphyrinoids, synthetic methods
7510-7514
Remiro-Buenamañana, Sonia
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Díaz-Moscoso, Alejandro
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Hughes, David L.
d3b8245e-976a-47e6-8fe6-6ebcf38e2255
Bochmann, Manfred
ec2bb201-23cc-4f91-aa80-258e6c8cc9fb
Tizzard, Graham J.
8474c0fa-40df-43a6-a662-7f3c4722dbf2
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Cammidge, Andrew N.
e7a6b5be-5613-416e-8f1a-40b4744ecf65
17 June 2015
Remiro-Buenamañana, Sonia
9176f285-75ea-4567-846c-2a7ed6364b5d
Díaz-Moscoso, Alejandro
0add82f3-aaff-4875-b2d8-e25e29e7d59e
Hughes, David L.
d3b8245e-976a-47e6-8fe6-6ebcf38e2255
Bochmann, Manfred
ec2bb201-23cc-4f91-aa80-258e6c8cc9fb
Tizzard, Graham J.
8474c0fa-40df-43a6-a662-7f3c4722dbf2
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Cammidge, Andrew N.
e7a6b5be-5613-416e-8f1a-40b4744ecf65
Remiro-Buenamañana, Sonia, Díaz-Moscoso, Alejandro, Hughes, David L., Bochmann, Manfred, Tizzard, Graham J., Coles, Simon J. and Cammidge, Andrew N.
(2015)
Synthesis of Meso-Substituted Subphthalocyanine-Subporphyrin Hybrids: Boron Subtribenzodiazaporphyrins.
Angewandte Chemie - International Edition, 54 (26), .
(doi:10.1002/anie.201502662).
Abstract
The first syntheses of hybrid structures that lie between subphthalocyanines and subporphyrins are reported. The versatile single-step synthetic method uses a preformed aminoisoindolene to provide the bridging methine unit and its substituent while trialkoxyborates simultaneously act as Lewis acid, template, and provider of the apical substituent. The selection of each component therefore allows for the controlled formation of diverse, differentially functionalized systems. The new hybrids are isolated as robust, pure materials that display intense absorption and emission in the mid-visible region. The new compounds are further characterized in solution and solid state by variable-temperature NMR spectroscopy and X-ray crystallography, respectively.
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e-pub ahead of print date: 15 May 2015
Published date: 17 June 2015
Keywords:
dyes/pigments, heterocycles, phthalocyanines, porphyrinoids, synthetic methods
Identifiers
Local EPrints ID: 446654
URI: http://eprints.soton.ac.uk/id/eprint/446654
ISSN: 1433-7851
PURE UUID: d48a91bf-9fe3-4e7f-8f57-09596e443432
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Date deposited: 17 Feb 2021 17:31
Last modified: 06 Jun 2024 01:40
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Contributors
Author:
Sonia Remiro-Buenamañana
Author:
Alejandro Díaz-Moscoso
Author:
David L. Hughes
Author:
Manfred Bochmann
Author:
Andrew N. Cammidge
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