Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 132, Issue 51, Pages 17980-17982Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja107467c
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Funding
- Ministerio de Ciencia e Innovacion (MICINN) of Spain [CTQ2008-05409-C02-01, CTQ2009-07881, CSD2007-00006]
- DURSI-Generalitat de Catalunya [SGR 2009-1441]
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Direct oxidative Kita-type coupling between naphthalene and substituted benzenes was found to proceed via four-component coupling, leading to a linear tetraarene with a binaphthalene core. The methodology was extendable to the coupling of unfunctionalized 1,1'-binaphthalene with mesitylene to give a linear hexaarene product in a remarkably chemoselective manner in 87% yield. The method represents an attractive alternative to the traditional syntheses of related oligonaphthalene products via a sequence of metal-catalyzed cross-coupling steps.
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