ChemInform Abstract: Addition Reactions of Me3SiCN with Aldehydes Catalyzed by Aluminum Complexes Containing in Their Coordination Sphere O, S, and N Ligands.

Abstract

The reaction of one equivalent of LAlH2 (1; L=HC(CMeNAr)2, Ar=2,6-iPr2C6H3, β-diketiminate ligand) with two equivalents of 2-mercapto-4,6-dimethylpyrimidine hydrate resulted in LAl[(μ-S)(m-C4N2H)(CH2)2]2 (2) in good yield. Similarly, when N-2-pyridylsalicylideneamine, N-(2,6-diisopropylphenyl)salicylaldimine, and ethyl 3-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate were used as starting materials, the corresponding products LAl[(μ-O)(o-C6H4)CN(C5NH4)]2 (3), LAlH[(μ-O)(o-C4H4)CN(2,6-iPr2C6H3)] (4), and LAl[(μ-NH)(o-C8SH8)(COOC2H5)]2 (5) were isolated. Compounds 2–5 were characterized by 1H and 13C NMR spectroscopy as well as by single-crystal X-ray structural analysis. Surprisingly, compounds 2–5 exhibit good catalytic activity in addition reactions of aldehydes with trimethylsilyl cyanide (TMSCN).