Synthesis and characterizations of meso-disubstituted asymmetric porphycenes

Masatsugu Taneda, Akihiro Tanaka, Hisashi Shimakoshi, Atsushi Ikegami, Koichi Hashimoto, Masaaki Abe, Yoshio Hisaeda

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

A post-synthetic method has been developed to synthesize novel asymmetric porphycenes bearing two different substituents on the meso-positions. Nitration of 9-acetoxy-2,7,12,17-tetra-n-propylporphycene with AgNO3 in CH 3COOH/CH2Cl2 occurs regioselectively at the 19-position of the macrocycle to give 9-acetoxy-19-nitro-2,7,12,17-tetra-n- propylporphycene (3a) which was readily converted to 9-acetoxy-19-amino-2,7,12, 17-tetra-n-propylporphycene (4a) by the reduction with SnCl2 in pyridine.

Original languageEnglish
Pages (from-to)5727-5729
Number of pages3
JournalTetrahedron Letters
Volume54
Issue number42
DOIs
Publication statusPublished - Oct 16 2013

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Bearings (structural)
Nitration
2,7,12,17-tetra-n-propylporphycene
pyridine
9-acetoxy-2,7,12,17-tetra-n-propylporphycene

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Synthesis and characterizations of meso-disubstituted asymmetric porphycenes. / Taneda, Masatsugu; Tanaka, Akihiro; Shimakoshi, Hisashi; Ikegami, Atsushi; Hashimoto, Koichi; Abe, Masaaki; Hisaeda, Yoshio.

In: Tetrahedron Letters, Vol. 54, No. 42, 16.10.2013, p. 5727-5729.

Research output: Contribution to journalArticle

Taneda, Masatsugu ; Tanaka, Akihiro ; Shimakoshi, Hisashi ; Ikegami, Atsushi ; Hashimoto, Koichi ; Abe, Masaaki ; Hisaeda, Yoshio. / Synthesis and characterizations of meso-disubstituted asymmetric porphycenes. In: Tetrahedron Letters. 2013 ; Vol. 54, No. 42. pp. 5727-5729.
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