Chiral phthalocyanine with unambiguous absolute molecular structures for both enantiomers

Kang Wang, Hailong Wang, Mack John, Wenjun Li, Kobayashi Nagao, Jianzhuang Jiang

Research output: Contribution to journalArticlepeer-review

10 Citations (Scopus)

Abstract

(R)-and (S)-Enantiomers of chiral metal free tetrakis (dinaphtho [1,2-e:1', 2'-g]-1, 4-dioxocine)-[2, 3-b;2', 3'-k;2'', 3''-t; 2''', 3'''-c'] phthalocyanine (1) were synthesized via a cyclic tetramerization of the corresponding optically active benzo [b] dinaphtho [2, 1-e:1', 2'-g] [1, 4] dioxocine-5, 6-dicarbonitrile (2) in refluxing n-pentanol in the presence of lithium followed by treatment with acetic acid. This novel chiral phthalocyanine compound has been characterized by a series of spectroscopic methods in addition to elemental analysis. The absolute molecular structures of both enantiomers have been unambiguously elucidated by single crystal X-ray diffraction analysis, resulting in the direct assignment of the chirality of metal free phthalocyanine 1.

Original languageEnglish
Pages (from-to)1791-1797
Number of pages7
JournalActa Chimica Sinica
Volume70
Issue number17
DOIs
Publication statusPublished - 2012 Mar 14

Keywords

  • Absolute molecular structure
  • Chiral
  • Optically active
  • Phthalocyanine
  • Single crystal X-ray diffraction analysis

ASJC Scopus subject areas

  • Chemistry(all)

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