Cleavage of Palladium Metallacycles by Acids: A Probe for the Study of the Cyclometalation Reaction

✍ Scribed by Juan Cámpora; Jorge A. López; Pilar Palma; Pedro Valerga; Edzard Spillner; Ernesto Carmona

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 116 KB
• Volume: 38
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/(sici)1521-3773(19990115)38:1/2<147::aid-anie147>3.0.co;2-i

✦ Synopsis

The cyclometalation reaction [1] constitutes one of the first known examples of C ± H bond activation, which is a major achievement of organometallic chemistry. [2] Of particular interest is the cyclometalation of a pendant aromatic ring, a process that constitutes a good model for C ± H activation and has in addition led to many useful synthetic applications. [3±6] Despite the number of studies devoted to this transformation, [7] contemporary work continues to provide important mechanistic information. [1a] A recent account by Canty and van Koten has pointed out the formal relationship that may be established between the cyclometalation reaction and the protonation of M ± CH 3 and M ± C 6 H 5 bonds, [8] as well as the possible intermediary role of arenonium ions in both processes. [8, 9] Here we provide experimental evidence in support