Published January 1, 2011 | Version v1
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Palladium-catalysed reactions of 6-halogeno-1,1 '-binaphthyl derivatives. A detailed investigation of structure/reactivity and structure/selectivity relationships

  • 1. Univ Pannonia, Inst Chem, Dept Organ Chem, H-8201 Veszprem, Hungary
  • 2. ThalesNano Inc, H-1031 Budapest, Hungary

Description

Five 6-halogeno-binaphthyl derivatives of different structure were synthesised starting from 2,2'-dihydroxy-1,1'-binaphthyl 1. Several new 6-substituted binaphthyl compounds were obtained via the palladium-catalysed reactions of these derivatives. The reactivity of 6-iodo derivatives was much greater in most cases. In cross-coupling reactions the 6-bromo compounds were converted into the products using longer reaction times and/or higher temperatures. The reactivity difference between the two types of substrates was especially marked in aminocarbonylation and Heck reactions. (C) 2011 Elsevier Ltd. All rights reserved.

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