Abstract
Successful catalytic activity of the CCC-NHC pincer Re(I) complex was achieved for the borrowing hydrogen coupling reaction between primary and secondary benzylic alcohols. An expansive scope of 17 aromatic and 2 aliphatic substrates were investigated and isolated yields from 40% to 91% were collected. The aliphatic substrates yielded complex aldol self-condensation by-products. The catalytic activity of the CCC-NHC pincer Re(I) complex was also evaluated for the formation of quinolines via the dehydrogenative/oxidative cyclization of 2-aminobenzyl alcohols with benzylic ketones or secondary benzylic alcohols. Isolated yields from 68% to 87% were obtained for 12 examples. All products and by-products were fully characterized by 1H &13C NMR and mass spectroscopies. Control studies such as dehydrogenative and hydrogen transfer reaction were carried out, and the results from these experiments supported a proposed mechanism of a borrowing hydrogen coupling reaction catalyzed by the CCC-NHC pincer Re(I) complex.
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