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A Non-Cross-Coupling Approach to Arene-Bridged Macrocycles: Synthesis, Structure, and Direct, Regioselective Functionalization of a Cycloparaphenylene Fragment

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posted on 2015-12-17, 08:23 authored by Nirmal K. Mitra, Rolande Meudom, John D. Gorden, Bradley L. Merner
A new synthetic strategy that employs a relatively unstrained, 1,4-diketo-bridged macrocycle as a precursor to a strained, 1,4-arene-bridged (bent para-phenylene) macrocycle has been developed. The distorted p-terphenyl nucleus (CPP fragment) of the macrocycle has been characterized by X-ray crystallography, and a direct, regioselective bromination protocol of the macrocyclic system is reported.

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