Interconversion between syn and anti conformations of 1,3-bis(O- cyanomethyl)-p-tert-butylthiacalix[4]arene

Vandana Bhalla, Manoj Kumar, Chizuko Kabuto, Tetsutaro Hattori, Sotaro Miyano

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)

Abstract

1,3-Bis(O-cyanomethyl)-p-tert-butylthiacalix[4]arene (5) has been found to interconvert between syn and anti conformations in solution. The equilibrium shifts toward the anti form with increasing solvent polarity. In the solid state, it adopts a pinched cone conformation with the syn arrangement of the cyanomethyl groups. Reduction of the equilibrium mixture of 5 with LiAlH 4 gives only anti stereoisomer of 1,3-bis(O-amino-ethyl)-p-tert- butylthiacalix[4]arene.

Original languageEnglish
Pages (from-to)184-185
Number of pages2
JournalChemistry Letters
Volume33
Issue number2
DOIs
Publication statusPublished - 2004 Feb 5

ASJC Scopus subject areas

  • Chemistry(all)

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