A new synthetic approach to porphyrin-alpha-diones and a-2,3,12,13-tetraone: building blocks for laterally conjugated porphyrin arrays

Promarak, V. and Burn, P. L. (2001) A new synthetic approach to porphyrin-alpha-diones and a-2,3,12,13-tetraone: building blocks for laterally conjugated porphyrin arrays. Journal of The Chemical Society-perkin Transactions 1, 1: 14-20.


Author Promarak, V.
Burn, P. L.
Title A new synthetic approach to porphyrin-alpha-diones and a-2,3,12,13-tetraone: building blocks for laterally conjugated porphyrin arrays
Journal name Journal of The Chemical Society-perkin Transactions 1   Check publisher's open access policy
Publication date 2001
Sub-type Article
DOI 10.1039/b007389j
Issue number 1
ISSN 1472-7781
Start page 14
End page 20
Total pages 7
Place of publication Cambridge
Publisher Royal Soc Chemistry
Language eng
Abstract We report the first use of the Dess-Martin periodinane (DMP) for the oxidation of an arylamine to an alpha -dione. The methodology is illustrated by the preparation of free-base and metal chelated porphyrin-alpha -diones in up to 52% yield by oxidation of 2-aminoporphyrins with the DMP. We also found that DMP could be used to oxidise a 2,3-diaminoporphyrin to a porphyrin-alpha -dione in good yield with other free-base diaminoporphyrin isomers forming a trans-porphyrintetraone in 20% yield.
Keyword Chemistry, Organic
Nonlinear-optical Properties
Light-harvesting Arrays
Molecular Wires
Electronic Communication
Energy-transfer
Systems
Oxidation
Complexes
Oligomers
Pentamers
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status Unknown

Document type: Journal Article
Sub-type: Article
Collections: Centre for Organic Photonics and Electronics
School of Chemistry and Molecular Biosciences
 
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Created: Wed, 19 Sep 2007, 16:34:58 EST