Reduction of aldehydes and ketones catalyzed by a novel aluminum alkoxide: Mechanistic studies of Meerwein-Ponndorf-Verley reaction

被引：43

作者：

Liu, YC ^{[1
]}

Ko, BT ^{[1
]}

Huang, BH ^{[1
]}

Lin, CC ^{[1
]}

机构：

[1] Natl Chung Hsing Univ, Dept Chem, Taichung 40227, Taiwan

来源：

ORGANOMETALLICS | 2002年 / 21卷 / 10期

关键词：

D O I：

10.1021/om0200454

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Treatment of 2,2'-methylenebis(4,6-di(1-methyl-1-phenylethyl)phenol (MMPEP-H-2) with I molar equiv of Me3Al in toluene gives [(mu-MMPEP)AlMe](2), which further reacts with 2 molar equiv of 2-propanol or benzyl alcohol, affording a four-coordinated aluminum complex, [(MMPEP)Al(mu-OR)](2) (1, R = Pr-i; 2, R = Bn) in high yield, whereas [(MMPEP)Al(mu-OBn)(O=CHPh)](2) (3) can be obtained either by the reaction of 2 with 2 molar equiv of benzaldehyde or by the reaction of 1 with 4 molar equiv of benzaldehyde. Compound 1 has shown great catalytic activities toward Meerwein-Ponndorf-Verley (MPV) hydrogen transfer reactions of aldehydes and ketones. A melting point depressing experiment indicates that in the catalytic reaction a four-coordinated aluminum complex [(MMPEP)Al((OPr)-Pr-i)(OCRR')] formed as an intermediate.

引用

页码：2066 / 2069

页数：4

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