Synthesis of directly and doubly linked dioxoisobacteriochlorin dimers

Satoru Hiroto; Ichiro Hisaki; Hiroshi Shinokubo; Atsuhiro Osuka

doi:10.1021/ja807659h

Synthesis of directly and doubly linked dioxoisobacteriochlorin dimers

J Am Chem Soc. 2008 Dec 3;130(48):16172-3. doi: 10.1021/ja807659h.

Authors

Satoru Hiroto¹, Ichiro Hisaki, Hiroshi Shinokubo, Atsuhiro Osuka

Affiliation

¹ Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan.

PMID: 18998635
DOI: 10.1021/ja807659h

Abstract

Oxidation of 2,18-diborylporphyrin provided 2,18-dihydroxyporphyrin, which shows solvent-dependent keto-enol tautomerism and dimerization through hydrogen bonding interaction in solution. Further oxidation of 2,18-dihydroxyporphyrins afforded doubly and directly linked dioxoisobacteriochlorin face-to-face dimers.