title: Efficient synthesis and structural characteristics of zwitterionic twisted pi-electron system biaryls.
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]
authors.affiliation: Department of Chemistry and the Materials Research Center, Northwestern University, Evanston, IL 60208-3113, USA.
authors.forename: Hu
authors.initials: H
authors.lastname: Kang
authors.forename: Antonio
authors.initials: A
authors.lastname: Facchetti
authors.forename: Charlotte L
authors.initials: CL
authors.lastname: Stern
authors.forename: Arnold L
authors.initials: AL
authors.lastname: Rheingold
authors.forename: W Scott
authors.initials: WS
authors.lastname: Kassel
authors.forename: Tobin J
authors.initials: TJ
authors.lastname: Marks