Direct and Regioselective Amination of β-Unsubstituted 5,15-Diazaporphyrins with Amines: A Convenient Route to Near-Infrared-Responsive Diazaporphyrin Sensitizers

Satoshi Omomo, Takuma Sugai, Mao Minoura, Haruyuki Nakano, Yoshihiro Matano

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

We have established a convenient method for the base-promoted direct amination of β-unsubstituted 5,15-diazaporphyrins (DAPs) with secondary and primary amines to produce 3,7,13,17-tetraamino- and 3-amino-DAPs, respectively, regioselectively. The amino groups attached at the periphery cause significant red shifts of the absorption bands as a result of their perturbation of the HOMO and/or LUMO in the DAP π-system. The palladium complex of a 3,7,13,17-tetrakis(diphenylamino)-DAP generated singlet oxygen in high yield under irradiation with near-infrared light.

Original languageEnglish
Pages (from-to)3797-3800
Number of pages4
JournalAngewandte Chemie - International Edition
Volume57
Issue number14
DOIs
Publication statusPublished - Mar 26 2018

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Fingerprint

Dive into the research topics of 'Direct and Regioselective Amination of β-Unsubstituted 5,15-Diazaporphyrins with Amines: A Convenient Route to Near-Infrared-Responsive Diazaporphyrin Sensitizers'. Together they form a unique fingerprint.

Cite this