A NEW STERIC SUBSTITUENT CONSTANT OMEGA-S. CHARACTERISTIC FEATURE AND COMPARISON WITH SOME OTHER STERIC CONSTANTS

被引:31
作者
KOMATSUZAKI, T [1 ]
AKAI, I [1 ]
SAKAKIBARA, K [1 ]
HIROTA, M [1 ]
机构
[1] YOKOHAMA NATL UNIV,FAC ENGN,DEPT SYNTHET CHEM,DIV MAT SCI & CHEM ENGN,HODOGAYA KU,YOKOHAMA,KANAGAWA 240,JAPAN
关键词
D O I
10.1016/S0040-4020(01)88712-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new steric substituent constant, OMEGA-s, was proposed in order to evaluate the kinetic steric effect. OMEGA-s is isotropic and dependent most significantly on the number of beta-carbon atoms. The rates of several reactions were shown to be correlated with OMEGA-s better than with Es.
引用
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页码:1539 / 1556
页数:18
相关论文
共 59 条
[11]  
Charton M., 1971, PROG PHYS ORG CHEM, V8, P235
[12]  
CHRTON MJ, 1983, J CHEM SOC P2, P97
[13]   THEORETICAL CALCULATION OF STERIC EFFECTS IN ESTER HYDROLYSIS [J].
DETAR, DF ;
TENPAS, CJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (25) :7903-7908
[14]   THEORETICAL CALCULATION OF EFFECTS OF STERIC HINDRANCE ON RATES OF ESTERIFICATION AND OF ACID-CATALYZED HYDROLYSIS [J].
DETAR, DF ;
BINZET, S ;
DARBA, P .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (10) :2074-2082
[15]   CALCULATIONS OF STERIC HINDRANCE IN ESTER HYDROLYSIS BASED ON ESTIMATION OF VANDERWAALS STRAIN ENERGIES OF ALKANES [J].
DETAR, DF ;
TENPAS, CJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (15) :4567-4571
[16]  
DETAR DF, 1987, J ORG CHEM, V52, P2047
[17]  
DETAR DF, 1980, J ORG CHEM, V45, P5714
[18]   STERIC EFFECTS .3. COMPOSITION OF THE ES' PARAMETER - VARIATION OF ALKYL STERIC EFFECTS WITH SUBSTITUTION - ROLE OF CONFORMATION IN DETERMINING STERICALLY ACTIVE AND INACTIVE SITES [J].
DUBOIS, JE ;
MACPHEE, JA ;
PANAYE, A .
TETRAHEDRON, 1980, 36 (07) :919-928
[19]  
DUBOIS JE, 1978, TETRAHEDRON LETT, V42, P4099
[20]  
EXNER O, 1967, COLLECT CZECH CHEM C, V32, P1