A NEW STERIC SUBSTITUENT CONSTANT OMEGA-S BASED ON MOLECULAR MECHANICS CALCULATIONS

被引：30

作者：

HIROTA, M

SAKAKIBARA, K

KOMATSUZAKI, T

AKAI, I

机构：

[1] Department of Synthetic Chemistry, Faculty of Engineering, Yokohama National University, Hodogaya-ku, Yokohama

来源：

COMPUTERS & CHEMISTRY | 1991年 / 15卷 / 03期

关键词：

ESTER HYDROLYSIS; CONFORMATION; DERIVATIVES; HINDRANCE; KETONES;

D O I：

10.1016/0097-8485(91)80012-B

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new steric substituent constant OMEGA-s was defined and the procedure for its calculation is given. It was calculated from the geometries and the relative free energies of the conformers of substituents from MM2.

引用

页码：241 / 248

页数：8

共 23 条

[1]

BECKHAUS HD, 1978, ANGEW CHEM, V90, P633

[2]

BECKHAUS HD, 1978, ANGEW CHEM, V90, P635

[3] NEW MOLECULAR MECHANICS (MM2) PARAMETERS FOR KETONES AND ALDEHYDES [J].

BOWEN, JP ;

PATHIASERIL, A ;

PROFETA, S ;

ALLINGER, NL .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (23) :5162-5166

[4] NATURE OF ORTHO EFFECT .2. COMPOSITION OF TAFT STERIC PARAMETERS [J].

CHARTON, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (03) :615-&

[5] NATURE OF ORTHO EFFECT .3. ACID HYDROLYSIS OF ORTHO-SUBSTITUTED BENZOATES AND ESTERIFICATION OF ORTHO-SUBSTITUTED BENZOIC ACIDS [J].

CHARTON, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (03) :619-&

[6]

Charton M., 1971, Prog. Phys. Org. Chem, V8, P235

[7] EFFECTS OF ALKYL-GROUPS ON RATES OF SN2 REACTIONS [J].

DETAR, DF .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (25) :5174-5176

[8] THEORETICAL CALCULATION OF STERIC EFFECTS IN ESTER HYDROLYSIS [J].

DETAR, DF ;

TENPAS, CJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (25) :7903-7908

[9] 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

[10] 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

← 1 2 3 →