This work at Nagoya University was supported by Grant-in-Aids for Scientific Research (no. 23655033 and no. 22750036) from MEXT (Japan) and the Global COE program in Chemistry of Nagoya University. H.S. acknowledges the Toray Science Foundation for financial support.
Oxidative Annulation of β-Aminoporphyrins into Pyrazine-Fused Diporphyrins†
Article first published online: 8 FEB 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 12, pages 2894–2897, March 19, 2012
How to Cite
Akita, M., Hiroto, S. and Shinokubo, H. (2012), Oxidative Annulation of β-Aminoporphyrins into Pyrazine-Fused Diporphyrins . Angew. Chem. Int. Ed., 51: 2894–2897. doi: 10.1002/anie.201108037
- Issue published online: 13 MAR 2012
- Article first published online: 8 FEB 2012
- Manuscript Received: 15 NOV 2011
- Manuscript Revised: 5 JAN 2011
- Nagoya University
- Toray Science Foundation
- fused-ring systems;
Dimers are a girl's best friend: The oxidative fusion reaction of β-aminoporphyrins with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) under high-dilution conditions furnishes pyrazine-fused diporphyrins 1 in high yields. In a further application of the reaction, the oxidation of a 5,10,15,20-tetraphenylporphyrin derivative provides a singly linked diaminodiporphyrin 2 along with the pyrazine-fused diporphyrin (see scheme; only core structures are shown).