THE MECHANISM OF DEAMINATION OF METHOXY SUBSTITUTED TRITYLAMMONIUM IONS IN METHANOLIC AQUEOUS ACID

被引：24

作者：

BLEASDALE, C ^{[1
]}

GOLDING, BT ^{[1
]}

LEE, WH ^{[1
]}

MASKILL, H ^{[1
]}

RISEBOROUGH, J ^{[1
]}

SMITS, E ^{[1
]}

机构：

[1] UNIV NEWCASTLE UPON TYNE,DEPT CHEM,NEWCASTLE TYNE NE1 7RU,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1994年 / 01期

关键词：

D O I：

10.1039/c39940000093

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In methanolic aqueous acid, methoxy-substituted tritylammonium ions undergo heterolysis to give an equilibrium mixture of the substituted trityl cation, the corresponding alcohol (and methyl ether), and the ammonium cation via an S(N)1 mechanism; the detection of a reaction channel first order in hydronium ions may implicate substituted trityl cation-ammonia (ion-molecule) pairs as reactive intermediates.

引用

页码：93 / 94

页数：2

共 14 条

[1] NEW APPLICATIONS OF THE PROTECTING GROUP DI-(4-METHOXYPHENYL)METHYL - N-PROTECTION OF URETHANES AND URIDINES, AND EFFICIENT REMOVAL BY EITHER CERIC AMMONIUM-NITRATE SILICA OR 2,3-DICHLORO-5,6-DICYANOQUINONE
ABUSBEIH, K
BLEASDALE, C
GOLDING, BT
KITSON, SL
[J]. TETRAHEDRON LETTERS, 1992, 33 (33) : 4807 - 4810
[2] HYDROLYZES OF TERPENOID DIPHOSPHATES - EFFECTS OF AZIDE ION ON PRODUCTS OF HYDROLYSIS
ALARCON, M
CORI, O
ROJAS, MC
PAVEZ, H
BACALOGLU, R
BUNTON, CA
[J]. JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 1992, 5 (02) : 83 - 92
[3] Albert A., 1962, IONIZATION CONSTANTS
[4] CONCURRENT STEPWISE AND CONCERTED SUBSTITUTION-REACTIONS OF 4-METHOXYBENZYL DERIVATIVES AND THE LIFETIME OF THE 4-METHOXYBENZYL CARBOCATION
AMYES, TL
RICHARD, JP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (26) : 9507 - 9512
[5] SECONDARY DEUTERIUM KINETIC ISOTOPE EFFECTS IN THE SOLVOLYSIS OF 4-TERT-BUTYLCYCLOHEXYL AND BICYCLO[3.2.1]OCTAN-3-YL TOLUENE-PARA-SULFONATES - NEW RESULTS USING 50-PERCENT-AQUEOUS ETHANOL, ACETIC-ACID, AND 97-PERCENT-AQUEOUS HEXAFLUOROPROPAN-2-OL
BANKS, RM
MASKILL, H
NATARAJAN, R
WILSON, AA
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1980, (02): : 427 - 431
[6] Fersht A, 1977, ENZYME STRUCTURE MEC
[7] RATE AND PRODUCT ANALYTICAL STUDY OF THE SOLVOLYSIS OF 3-CHLOROBENZYL ARENESULFONATES IN AQUEOUS 2,2,2-TRIFLUOROETHANOL
GORDON, IM
MASKILL, H
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1991, (12): : 1951 - 1953
[8] BOND DISSOCIATION ENERGIES BY KINETIC METHODS
KERR, JA
[J]. CHEMICAL REVIEWS, 1966, 66 (05) : 465 - &
[9] REACTIVITIES OF DIARYLMETHYL AND TRIARYLMETHYL CATIONS WITH PRIMARY AMINES IN AQUEOUS ACETONITRILE SOLUTIONS - THE IMPORTANCE OF AMINE HYDRATION
MCCLELLAND, RA
KANAGASABAPATHY, VM
BANAIT, NS
STEENKEN, S
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (05) : 1816 - 1823
[10] TAFT RW, 1975, PROTON TRANSFER REAC, pCH5

← 1 2 →