CHLORINATION OF ACETANILIDE AND BENZANILIDE IN THE PRESENCE OF CYCLODEXTRINES AND AMYLOSE

被引:8
作者
CHENEVERT, R
AMPLEMAN, G
机构
关键词
D O I
10.1139/v87-051
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The ratio of ortho to para isomers in chlorination of acetanilide and benzanilide is changed in favor of the para isomer when the reactants are entrapped in cyclodextrins or amylose. The dissociation constant and the time-averaged position of acetanilide in the .alpha.-cyclodextrin cavity have been determined by proton and carbon-13 nuclear magnetic resonance spectroscopy.
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页码:307 / 310
页数:4
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共 34 条
[1]   MOLECULAR DISPOSITION OF SODIUM PARA-NITROPHENOLATE IN CAVITIES OF CYCLOHEPTAAMYLOSE AND CYCLOHEXAAMYLOSE IN SOLUTION [J].
BERGERON, R ;
ROWAN, R .
BIOORGANIC CHEMISTRY, 1976, 5 (04) :425-436
[2]   DISPOSITION REQUIREMENTS FOR BINDING IN AQUEOUS-SOLUTION OF POLAR SUBSTRATES IN CYCLOHEXAAMYLOSE CAVITY [J].
BERGERON, RJ ;
CHANNING, MA ;
GIBEILY, GJ ;
PILLOR, DM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (15) :5146-5151
[3]   CARBOXYLATE ANION BINDING IN THE CYCLOHEXAAMYLOSE CAVITY - STERIC AND ELECTRONIC EVALUATION [J].
BERGERON, RJ ;
CHANNING, MA ;
MCGOVERN, KA ;
ROBERTS, WP .
BIOORGANIC CHEMISTRY, 1979, 8 (02) :263-281
[4]   DEPENDENCE OF CYCLOAMYLOSE-SUBSTRATE BINDING ON CHARGE [J].
BERGERON, RJ ;
CHANNING, MA ;
MCGOVERN, KA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (09) :2878-2883
[5]   SELECTIVE AROMATIC SUBSTITUTION WITHIN A CYCLODEXTRIN MIXED COMPLEX [J].
BRESLOW, R ;
CAMPBELL, P .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (11) :3085-&
[6]  
BRESLOW R, 1976, TETRAHEDRON LETT, P1645
[7]  
Breslow R., 1971, BIOORG CHEM, V1, P140, DOI DOI 10.1016/0045-2068(71)90012-5
[8]   PHOTOCHEMICAL-REARRANGEMENT OF ACETANILIDE, BENZANILIDE, AND ETHYL PHENYL CARBONATE IN THE PRESENCE OF BETA-CYCLODEXTRIN [J].
CHENEVERT, R ;
PLANTE, R .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1983, 61 (06) :1092-1095
[9]   PHOTOCHEMICAL-REARRANGEMENT OF PHENYL BENZOATE IN THE PRESENCE OF CYCLODEXTRINS AND AMYLOSE [J].
CHENEVERT, R ;
VOYER, N .
TETRAHEDRON LETTERS, 1984, 25 (44) :5007-5008
[10]   SODIUM-BOROHYDRIDE REDUCTION OF CYCLOHEXENONES IN THE PRESENCE OF AMYLOSE [J].
CHENEVERT, R ;
AMPLEMAN, G .
CHEMISTRY LETTERS, 1985, (10) :1489-1490