Structure determination of a 1:2 threitol-boronic acid complex: Comments on the structural controversy between 5,5- and 6,6-membered rings

Tsutomu Ishi-I, Kazuaki Nakashima, Seiji Shinkai, Koji Araki

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

Abstract

The complexation between D-threitol (1) and 2,4,6-[3,4- bis(bromomethyl)phenyl]boroxin (2) selectively afforded D-threitol-1,3:2,4- bis[-3,4-(bisbromomethyl)phenylboronate] (4) including two six-membered rings, whose structure was identified by means of NMR and IR spectroscopy and X-ray crystallographic analysis. The superior stability of 4 over 3 including two five-membered rings was discussed.

Original languageEnglish
Pages (from-to)8679-8686
Number of pages8
JournalTetrahedron
Volume54
Issue number30
DOIs
Publication statusPublished - Jul 23 1998
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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