Issue 24, 2001

On the scope and limitations of the Heck reaction of upper rim tetraiodocalix[4]arenes

Abstract

Upper rim substituted tetraiodocalix[4]arenes are coupled to a variety of olefins using the palladium catalysed Heck reaction. Tetraolefinic upper rim substituted calix[4]arenes are obtained in good yields. All of the olefins are coupled with exceptionally high stereoselectivity to produce the all-(E) isomers. The optimisation of reaction conditions as well as the scope and limitation of the reaction with respect to a variety of olefins are discussed.

Graphical abstract: On the scope and limitations of the Heck reaction of upper rim tetraiodocalix[4]arenes

Article information

Article type
Paper
Submitted
20 Jul 2001
Accepted
08 Nov 2001
First published
27 Nov 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 3393-3398

On the scope and limitations of the Heck reaction of upper rim tetraiodocalix[4]arenes

N. Kuhnert and A. Le-Gresley, J. Chem. Soc., Perkin Trans. 1, 2001, 3393 DOI: 10.1039/B106535C

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