Pyrenylenes of Varied Size from One Pot

Key words

Palladium-catalyzed oligocyclization - pyrenylenes - Kobayashi-type aryne - pentaphenylene

Significance

When a palladium-catalyzed cyclization procedure is applied to the Kobayashi-type aryne precursor of a pyrene derivative, a set of cyclic oligomers of pyrenylenes of varied sizes, consisting of two up to five pyrene units, are isolated. A plausible Pd-mediated, step-wise cyclo-oliogomerization mechanism is suggested on the basis of DFT calculations.

Comment

One of the most fascinating results presented by the work is revealing the structures of some large oligophenylenes in the crystalline state, including (cyclo)pentaphenylene, which are embedded as the core of various pyrenylenes.

Publication History

Article published online:
16 June 2023