INTRAMOLECULAR PROTON-TRANSFER CATALYSIS OF NUCLEOPHILIC CATALYSIS OF ACETAL HYDROLYSIS - THE HYDROLYSIS OF 8-DIMETHYLAMINO-1-METHOXYMETHOXYNAPHTHALENE

被引:31
作者
KIRBY, AJ
PERCY, JM
机构
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1989年 / 07期
关键词
D O I
10.1039/p29890000907
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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页码:907 / 912
页数:6
相关论文
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[1]   RATES OF PROTON-TRANSFER, ACID DISSOCIATION-CONSTANTS, AND STRENGTHS OF INTRAMOLECULAR HYDROGEN-BONDS IN 8-METHOXY-NN-DIMETHYL-1-NAPHTHYLAMMONIUM ION AND 8-HYDROXY-NN-DIMETHYL-1-NAPHTHYLAMINE [J].
AWWAL, A ;
HIBBERT, F .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1977, (01) :152-156
[2]   EVIDENCE FOR A SINGLE TRANSITION-STATE IN THE TRANSFER OF THE PHOSPHORYL GROUP (-PO3-O-2-) TO NITROGEN NUCLEOPHILES FROM PYRIDINO-N-PHOSPHONATES [J].
BOURNE, N ;
WILLIAMS, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (24) :7591-7596
[3]   INTRAMOLECULAR CATALYSIS .2. MECHANISM OF HYDROLYSIS OF ALKYL 8-HYDROXY-1-NAPHTHOATES [J].
BOWDEN, K ;
LAW, D ;
RANSON, RJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1977, (13) :1799-1804
[4]   TRANSMISSION OF POLAR EFFECTS .6. IONIZATION OF ORTHO-SUBSTITUTED BENZOIC ACIDS [J].
BOWDEN, K ;
MANSER, GE .
CANADIAN JOURNAL OF CHEMISTRY, 1968, 46 (18) :2941-&
[5]   INTRAMOLECULAR GENERAL ACID CATALYSIS OF PHOSPHATE MONOESTER HYDROLYSIS - HYDROLYSIS OF SALICYL PHOSPHATE [J].
BROMILOW, RH ;
KIRBY, AJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1972, (02) :149-&
[6]   INTRAMOLECULAR CATALYSIS OF PHOSPHATE TRIESTER HYDROLYSIS - NUCLEOPHILIC CATALYSIS BY NEIGHBORING CARBOXY-GROUP OF HYDROLYSIS OF DIARYL 2-CARBOXYPHENYL PHOSPHATES [J].
BROMILOW, RH ;
KHAN, SA ;
KIRBY, AJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1972, (07) :911-&
[7]   EFFECTS OF SUBSTITUENTS ON PKA VALUES OF META SUBSTITUTED 1- AND 2-NAPHTHOLS [J].
BRYSON, A ;
MATTHEWS, RW .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1963, 16 (03) :401-&
[8]   INTRAMOLECULAR CATALYSIS IN HYDROLYSIS OF GLYCOSIDES AND ACETALS [J].
CAPON, B ;
SMITH, MC ;
ANDERSON, E ;
DAHM, RH ;
SANKEY, GH .
JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1969, (08) :1038-&
[9]   PROSTACYCLIN - EVIDENCE THAT INTRAMOLECULAR GENERAL-ACID CATALYSIS BY ITS CARBOXYLIC-ACID GROUP IS RESPONSIBLE FOR THE EXTRA HYDROLYTIC LABILITY [J].
CHIANG, Y ;
CHO, MJ ;
EUSER, BA ;
KRESGE, AJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (14) :4192-4196
[10]   SPONTANEOUS HYDROLYSIS OF ACETALS - SENSITIVITY TO LEAVING GROUP [J].
CRAZE, GA ;
KIRBY, AJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1978, (04) :354-356