Synthesis and X-ray crystallography of bipyrroles: Impacts of a CO-π interaction on their structure

Toru Okawara, Akane Doi, Toshikazu Ono, Masaaki Abe, Kenji Takehara, Yoshio Hisaeda, Shigenori Matsushima

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

Crystal structures and solid-state emission properties of tetraalkyl 4,4′-dimethyl-2,2′-bipyrrole-3,3′,5,5′-tetracarboxylates (alkyl = methyl, ethyl, and isopropyl) have been investigated. Single crystal X-ray diffraction studies revealed that all bipyrroles are co-planar due to an intramolecular hydrogen bonding. The isopropyl derivative exhibited a C=O·π interaction in the solid-state and showed the longest emission wavelength because of increase in structural flexibility.

Original languageEnglish
Pages (from-to)1407-1410
Number of pages4
JournalTetrahedron Letters
Volume56
Issue number11
DOIs
Publication statusPublished - Mar 11 2015

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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