Literature DB >> 16092859

Efficient synthesis and structural characteristics of zwitterionic twisted pi-electron system biaryls.

Hu Kang1, Antonio Facchetti, Charlotte L Stern, Arnold L Rheingold, W Scott Kassel, Tobin J Marks.   

Abstract

A series of unconventional twisted pi-electron system molecules has been synthesized via Suzuki cross-coupling of two sterically hindered arenes. Crystallographic analysis of these molecules reveals a large ring-ring dihedral twist angle (87 degrees ) and a highly charge-separated zwitterionic ground state. An efficient conversion of phenols into aryl halides is also reported. [reaction: see text]

Entities:  

Year:  2005        PMID: 16092859     DOI: 10.1021/ol051365x

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Synthesis of Sterically Hindered Polychlorinated Biphenyl Derivatives.

Authors:  S N Joshi; S M Vyas; M W Duffel; S Parkin; H-J Lehmler
Journal:  Synthesis (Stuttg)       Date:  2011-01-01       Impact factor: 3.157

2.  An improved palladium-catalyzed conversion of aryl and vinyl triflates to bromides and chlorides.

Authors:  Jun Pan; Xinyan Wang; Yong Zhang; Stephen L Buchwald
Journal:  Org Lett       Date:  2011-08-24       Impact factor: 6.005

3.  Palladium-catalyzed conversion of aryl and vinyl triflates to bromides and chlorides.

Authors:  Xiaoqiang Shen; Alan M Hyde; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2010-10-13       Impact factor: 15.419

  3 in total

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