Regioselective Substitution of Aromatic Rings in Calix[4]arene-tricarbonyIchromium Complexes

Hideshi Iki, Taketoshi Kikuchi, Seiji Shinkai

研究成果: Contribution to journalArticle査読

1 被引用数 (Scopus)

抄録

We have developed a new method for the substitution of aromatic rings in calix[4]arenes via lithiation of 25, 26, 27, 28-tetrapropoxycalix[4]arenetricarbonylchromium (l∙Cr(CO)3). Since the Cr(CO)3 unit activates the coordinated benzene ring, functional groups (e. g. methyl, formyl, etc.) can be selectively introduced into the Cr(CO)3 complexed benzene ring of cone-l∙Cr(CO)3 and 1, 3-alternate-l-Cr(CO)3 in the yields of 75-96%. We also studied the reactivity of the 1: 2 complex, 1∙2 Cr(CO)3. In the distal isomer two methyl groups were introduced into the p, p-position in 81% yield whereas in the proximal isomer several methylated products were yielded as a mixture. The substitution reaction occurred selectively at the p-position. The high para selectivity was attributed to the structural characteristics of the complexes. Thus, the present study established the novel method for selective introduction of functional gruops into the upper rim of calix[4 jarenes.

本文言語英語
ページ(範囲)1353-1358
ページ数6
ジャーナルNIPPON KAGAKU KAISHI
1993
12
DOI
出版ステータス出版済み - 1993

All Science Journal Classification (ASJC) codes

  • 化学 (全般)
  • 化学工学(全般)

フィンガープリント

「Regioselective Substitution of Aromatic Rings in Calix[4]arene-tricarbonyIchromium Complexes」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

引用スタイル