Kinetic control in the palladium-catalyzed synthesis of C(2)-symmetric hexabenzotriphenylene. A conformational study
The hitherto unisolated, thermodynamically unstable C(2)-symmetric conformer of hexabenzotriphenylene (1) has been efficiently synthesized by palladium-catalyzed cyclotrimerization of 9, 10-didehydrophenanthrene (4). The barriers to conformational interconversion of 1 are examined experimentally and by computational studies.
Pena
D
Departamento de Quimica Organica, Universidad de Santiago de Compostela y Unidad Asociada al CSIC, 15706 Santiago de Compostela, Spain.
Cobas
A
Perez
D
Guitian
E
Castedo
L