期刊
INORGANICA CHIMICA ACTA
卷 300, 期 -, 页码 958-963出版社
ELSEVIER SCIENCE SA
DOI: 10.1016/S0020-1693(99)00616-7
关键词
Heck reaction; PCP complexes; trisubstituted alkenes; phosphinito complexes; palladium complexes
The PCP ligand precursor 1,3-bis(diisopropylphosphinito)benzene is conveniently prepared from the reaction of chlorodiisoprogylphosphine and resorcinol in the presence of 4-dimethylaminopyridine. Refluxing the bis(phosphinito)benzene with Pd(COD)Cl-2 in toluene for 5 h yields the palladium complex PdCl{C6H3-2,6-(OPPr2i)(2)} (1). The molecular structure of the complex was determined through a single-crystal X-ray diffraction study. The complex is a highly efficient catalyst for the olefinic coupling of aryl bromo and iodo compounds under aerobic conditions. Disubstituted alkenes were obtained in good yields from the catalytic coupling of styrene and aryl iodides, whereas styrene reactions with aryl bromides yield exclusively trisubstituted alkenes. Trisubstituted alkenes were also obtained from the reactions of 1,1 disubstituted alkenes (alpha-methylstyrene, n-butylacrylate) and bromobenzene. Conditions have been found which result in the regioselective product ion of one isomer of the trisubstituted alkene products in greater than or equal to 90% yield. (C) 2000 Elsevier Science S.A. All rights reserved.
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