STEREOELECTRONIC PROPERTIES OF TETRAHEDRAL SPECIES DERIVED FROM CARBONYL GROUPS - ABINITIO STUDY OF AMINODIHYDROXYMETHANE, CH(OH)2NH2, A MODEL TETRAHEDRAL INTERMEDIATE IN AMIDE HYDROLYSIS

被引:44
作者
LEHN, JM
WIPFF, G
机构
关键词
D O I
10.1002/hlca.19780610410
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:1274 / 1286
页数:13
相关论文
共 49 条
[1]   ABINITIO STUDY OF AMIDIC BOND-CLEAVAGE BY OH- IN FORMAMIDE [J].
ALAGONA, G ;
SCROCCO, E ;
TOMASI, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (24) :6976-6983
[2]  
AUGE J, 1977, NOUV J CHIM, V1, P57
[3]  
BADDELEY G, 1973, TETRAHEDRON LETT, P1645
[4]   INFRARED FREQUENCY EFFECTS OF LONE PAIR INTERACTIONS WITH ANTIBONDING ORBITALS ON ADJACENT ATOMS [J].
BELLAMY, LJ ;
MAYO, DW .
JOURNAL OF PHYSICAL CHEMISTRY, 1976, 80 (11) :1217-1220
[5]   IRRELEVANCE OF D-ORBITAL CONJUGATION .1. ALPHA-THIOCARBANION - COMPARATIVE QUANTUM CHEMICAL STUDY OF STATIC AND DYNAMIC PROPERTIES AND PROTON AFFINITIES OF CARBANIONS ADJACENT TO OXYGEN AND TO SULFUR [J].
BERNARDI, F ;
CSIZMADIA, IG ;
MANGINI, A ;
SCHLEGEL, HB ;
WHANGBO, MH ;
WOLFE, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (08) :2209-2218
[6]   LONE PAIR POLAR BOND HYPERCONJUGATION IN CARBON-HALOGEN CHEMISTRY [J].
BINGHAM, RC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (23) :6743-6746
[7]   IMPORTANCE OF CONFORMATION OF TETRAHEDRAL INTERMEDIATE FOR ALPHA-CHYMOTRYPSIN-CATALYZED HYDROLYSIS OF PEPTIDE SUBSTRATES [J].
BIZZOZERO, SA ;
ZWEIFEL, BO .
FEBS LETTERS, 1975, 59 (01) :105-108
[8]  
BOYS SF, 1960, REV MOD PHYS, V32, P300
[9]   STUDIES ON MODELS FOR TETRAHYDROFOLIC ACID .8. HYDROLYSIS AND METHOXYAMINOLYSIS OF AMIDINES [J].
BURDICK, BA ;
BENKOVIC, PA ;
BENKOVIC, SJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (17) :5716-5725
[10]   STEREOCHEMISTRY OF REACTION PATHS AT CARBONYL CENTERS [J].
BURGI, HB ;
DUNITZ, JD ;
LEHN, JM ;
WIPFF, G .
TETRAHEDRON, 1974, 30 (12) :1563-1572