The synthesis and resolution of 2, 2'-, 4, 4'-, and 6, 6'-substituted chiral biphenyl derivatives for application in the preparation of chiral materials

PJ Montoya-Pelaez, YS Uh, C Lata…

Index: Montoya-Pelaez, Pedro J.; Uh, Yoon-Seo; Lata, Christopher; Thompson, Matthew P.; Lemieux, Robert P.; Crudden, Cathleen M. Journal of Organic Chemistry, 2006 , vol. 71, # 16 p. 5921 - 5929

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Citation Number: 39

Abstract

Various routes were examined for the synthesis of chiral biphenyl species that are substituted at the 2, 2', 4, 4'and 6, 6'positions. Because the biaryl bond is tetrasubstituted, many coupling reactions were not suitable. The most reliable coupling reaction proved to be the Ullmann, which gave the desired product in 82% yield. The products were required as the starting point for the preparation of chiral materials using these as the monomer. For ...