Dehy dropalladation

While neopentyl-type and related cr-alkylpalladium complexes are stable toward dehy-dropalladation, all ordinary alkylpalladium complexes formed by carbopalladation of alkenes do undergo /S-hydride eUminalion more or less rapidly. However, under certain structural precondilions and also, to a certain extent, controlled by the external conditions, rearranganents, further carbopalladations (Sect. IV.3), transmetallations, car-bonylations, or nucleophilic substitutions (e.g., by hydride) can occur prior to /3-dehy-dropalladation. 

Another example is the use of 1-adamantane- and 1-norbomanecarbonyl chlorides, which can also generate stable acylpalladium intermediates since both decarbonylation and dehy-dropalladation are disfavored (Scheme 5) This allows the use of a wider range of alkenes (R = CN, CO2R, Ph, CONR 2) and gives acylpalladalion products in 30-65% yields. 

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