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