Selective functionalization of calix[4]arenes via tricarbonylchromium complexes

Taketoshi Kikuchi, Hideshi Iki, Hirohisa Tsuzuki, Seiji Shinkai

Research output: Contribution to journalArticlepeer-review

19 Citations (Scopus)

Abstract

Tricarbonylchromium complexes of 25,26,27,28-tetrapropoxycalix-[4]arene conformers (l4Pr) were synthesized. Since the benzene ring is activated through complexation with Cr(CO)3, the functional groups (e.g. —D, —CH3, and —CHO) could be selectively introduced into the Cr(CO)3-complexed benzene ring. The substitution reaction occurred mainly at the p-position. The para selectivity was attributed to the steric crowding being relatively lower than that around the meta and benzyl position. This view was supported by the X-ray crystallographic study of 1,3-alternate-l4Pr. (CO)3. This is a novel and general methodology for selective introduction of functional groups into calix[n]arenes.

Original languageEnglish
Pages (from-to)103-106
Number of pages4
JournalSupramolecular Chemistry
Volume1
Issue number2
DOIs
Publication statusPublished - 1993

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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