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Stable N‐heterocyclic carbenes are generated starting from 5,17‐(bis‐imidazolium)‐substituted calix[4]arenes. Addition of Pd(OAc)2 to these carbenes leads to macrocyclic cis‐palladium chelate complexes in which the distal bridging of the upper rim leads to a strong distortion of the calix[4]arene skeleton which was proven by X‐ray crystal structure determination. Using an in‐situ catalytic system consisting of a calixarene‐imidazolium salt, Cs2CO3 as a base and a source of palladium, a species is formed which can be used to catalyse the Suzuki cross‐coupling of 4‐chloro toluene. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
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Frank et al. (2004) studied this question.
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