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