Selective Halogen-Lithium Exchange Reaction of Bromine-Substituted 25,26,27,28-Tetrapropoxycalix[4]arene

Overview

Journal J Org Chem

Publisher American Chemical Society

Specialty Chemistry

Date 1996 Sep 20

PMID 11667536

Citations 3

Authors

Mogens Larsen

Mikkel Jorgensen

Affiliations

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Abstract

Methods are described for the selective bromine-lithium exchange reaction of bromine-substituted calix[4]arenes with either n-BuLi or t-BuLi in THF. Quenching of the lithiated calix[4]arenes with MeOH, D(2)O, CH(3)SSCH(3), B(OCH(3))(3), DMF, or CO(2) as electrophiles resulted in 5-monosubstituted, 5,17-disubstituted, or 5,11,17,23-tetrasubstituted calix[4]arenes with H, D, SCH(3), B(OH)(2), CHO, or COOH functionalities.

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