Sulfamic Acid and Its N- and O-Substituted Derivatives

被引：104
作者：
Spillane, William [1 ]
机构：
[1] Natl Univ Ireland, Sch Chem, Galway, Ireland
来源：
CHEMICAL REVIEWS | 2014年 / 114卷 / 04期
关键词：
CARBONIC-ANHYDRASE INHIBITORS; ONE-POT SYNTHESIS; STEROID SULFATASE INHIBITORS; C-H AMINATION; SOLID-PHASE SYNTHESIS; STRUCTURE-TASTE RELATIONSHIPS; HIV-1 PROTEASE INHIBITORS; BREAST-CANCER CELLS; IN-VITRO EVALUATION; CATALYZED INTRAMOLECULAR AMIDATION;
D O I：
10.1021/cr400230c
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The 21 year period of the development of sulfumic acid and its N- and O-substituted derivatives, from 1991 to the end of 2011, is studied. Several ab initio SCF(self-consistent field)-MO studies of sulfamic acid, sulfamate anion, NH2SO3, and N-methylsulfamate anion, MeNHSO3, have been reported. For sulfamic acid and sulfamide the calculated acidities correlate well with the experimentally determined pKa values. The dative bond between nitrogen and sulfur is believed to be only partially formed. 14N, 15N, and 17O NMR were used to study reactions of sulfamic acid with nitrite complexes of palladium, ruthenium, and rhodium giving cis-nitroaqua complexes. Several papers deal with the solubility of sulfamates in water. The kinetics of the dissolution and crystallization of sulfamic acid in water have been extensively probed. Interest in the structure-taste relationships of various mono- and disubstituted phenylsulfamates increased after the discovery in 1989 of the sweetness of some meta-substituted phenylsulfamates.
引用
收藏
页码：2507 / 2586
页数：80
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