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Issue 24, 2001
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On the scope and limitations of the Heck reaction of upper rim tetraiodocalix[4]arenes

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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

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Publication details

The article was received on 20 Jul 2001, accepted on 08 Nov 2001 and first published on 27 Nov 2001


Article type: Paper
DOI: 10.1039/B106535C
Citation: J. Chem. Soc., Perkin Trans. 1, 2001, 3393-3398
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    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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