Efficient synthesis of symmetrically and unsymmetrically substituted hexaphenylbenzene analogues by suzuki-miyaura coupling reactions.
A series of symmetrically and unsymmetrically substituted hexaphenylbenzene (HPB) analogues were efficiently synthesized by using a sterically hindered Suzuki-Miyaura cross-coupling reaction of arylboronic acids with 1,4-diiodo-2,3,5,6-tetraarylbenzenes under our optimized reaction conditions. The 1,4-diiodo-2,3,5,6-tetraarylbenzenes can be readily prepared by using a one-pot Hart reaction. Oxidative cyclodehydrogenation of the dibromo derivative with FeCl(3) gave the corresponding hexabenzocoronene (HBC) derivative in good yield.
Yang
Xiaoyin
X
Max-Planck-Institute for Polymer Research, Ackermannweg 10D-55128 Mainz, Germany.
Dou
Xi
X
Müllen
Klaus
K