Abstract
Insertion reactions of six-membered cyclopalladated N,N′,N″-triarylguanidines, [κ2(C,N)Pd(μ-Br)]2 (III–V), with various alkynes in CH2Cl2 under ambient conditions afforded diinserted eight-membered palladacycles, [(κ2(C,N):η2(C═C)-PdBr] (1–11), in high yield (76–96%), while insertion reactions of six-membered cyclopalladated N,N′,N″-triarylguanidines, [κ2(C,N)Pd(Lewis base)Br] (VI–XI), with various alkynes under the aforementioned conditions afforded monoinserted six-membered palladacycles, [κ2(C,N)Pd(Lewis base)Br] (12–21), in high yield (81–91%) except for 14 (23%). The insertion reaction of VI with 2 equiv of dimethyl acetylenedicarboxylate (DMAD) and the insertion reaction of 12 with 1 equiv of DMAD in CH2Cl2 under ambient conditions resulted in the formation of a diinserted zwitterionic five-membered palladacycle, [κ2(C,C)Pd(2,6-lutidine)Br] (22), in 76% and 70% yields, respectively. Palladacycle 22 upon reaction with AgOTf in wet MeCN afforded the ionic palladacycle [κ2(C,C)Pd(2,6-lutidine)(H2O)][OT...
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