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Efficient synthesis and structural characteristics of zwitterionic twisted pi-electron system biaryls
Authors:Kang Hu  Facchetti Antonio  Stern Charlotte L  Rheingold Arnold L  Kassel W Scott  Marks Tobin J
Affiliation:Department of Chemistry and the Materials Research Center, Northwestern University, Evanston, IL 60208-3113, USA.
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]
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