ADDITION OF ALUMINUM-HYDRIDE TO FORMALDEHYDE

被引:16
作者
COXON, JM [1 ]
LUIBRAND, RT [1 ]
机构
[1] CALIF STATE UNIV HAYWARD,DEPT CHEM,HAYWARD,CA 94542
关键词
D O I
10.1016/S0040-4039(00)61607-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Semiempirical and ab initio calculations show that aluminium hydride addition to formaldehyde occurs by formation of a complex which rearranges via a four-centre transition state to form an aluminium methoxide product.
引用
收藏
页码:7093 / 7096
页数:4
相关论文
共 22 条
[1]   RECENT ADVANCES IN ASYMMETRIC-SYNTHESIS .2. [J].
APSIMON, JW ;
COLLIER, TL .
TETRAHEDRON, 1986, 42 (19) :5157-5254
[2]   STEREOCHEMISTRY OF REDUCTION OF KETONES BY SIMPLE AND COMPLEX METAL-HYDRIDES OF MAIN GROUP ELEMENTS [J].
ASHBY, EC ;
BOONE, JR .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (17) :2890-2903
[3]   ON MECHANISM OF REDUCTION OF BENZOPHENONES BY ALUMINIUM HYDRIDE AND ALKOXYALUMINIUM HYDRIDES [J].
AYRES, DC ;
KIRK, DN ;
SAWDAYE, R .
JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1970, (06) :1133-&
[4]   THEORETICAL INVESTIGATION OF ALUMINUM OXYGEN PI-BONDING IN 3-COORDINATE AND 4-COORDINATE ALUMINUM ALKOXIDES [J].
BARRON, AR ;
DOBBS, KD ;
FRANCL, MM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (01) :39-43
[5]   GEOMETRICAL REACTION COORDINATES .2. NUCLEOPHILIC ADDITION TO A CARBONYL GROUP [J].
BURGI, HB ;
DUNITZ, JD ;
SHEFTER, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (15) :5065-5067
[6]   STEREOCHEMISTRY OF REACTION PATHS AT CARBONYL CENTERS [J].
BURGI, HB ;
DUNITZ, JD ;
LEHN, JM ;
WIPFF, G .
TETRAHEDRON, 1974, 30 (12) :1563-1572
[7]  
BURGI HB, 1974, J AM CHEM SOC, V96, P1956
[9]  
EISENSTEIN O, 1985, CAN J CHEM, V63, P281
[10]   THEORETICAL-STUDY OF BOROHYDRIDE ADDITION TO FORMALDEHYDE - A ONE-STEP, NON-SYNCHRONOUS TRANSITION-STATE [J].
EISENSTEIN, O ;
SCHLEGEL, HB ;
KAYSER, MM .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (15) :2886-2891