HYDROGEN-BONDING .11. A QUANTITATIVE-EVALUATION OF THE HYDROGEN-BOND ACIDITY OF IMIDES AS SOLUTES

被引：14
作者：
ABRAHAM, MH
GRELLIER, PL
PRIOR, DV
MORRIS, JJ
TAYLOR, PJ
DOHERTY, RM
机构：
[1] USN,CTR SURFACE WARFARE,WHITE OAK LAB,SILVER SPRING,MD 20903
[2] UNIV SURREY,DEPT CHEM,GUILDFORD GU2 5XH,SURREY,ENGLAND
[3] ICI PLC,DIV PHARMACEUT,MACCLESFIELD SK10 4TG,CHESHIRE,ENGLAND
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 07期
关键词：
D O I：
10.1021/jo00294a045
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A reanalysis of equilibrium constants determined by Hine et al. for the 1:1 complexation of imides with various bases in tetrachloromethane has been carried out using our previously reported method. The procedure yields average log KHAvalues for the hydrogen-bond acidity of the imides that can easily be converted into our new hydrogen bond solute acidity parameters, aH2. It is shown that the hydrogen-bond acidity of activated nitrogen acids, such as imides, can be comparable to that of oxygen acids. Examples of aH2values include maleimide (0.50), 2,2,2-trichloroethanol (0.50), tetrafluorosuccinimide (0.89), and dichloroacetic acid (0.90). © 1990, American Chemical Society. All rights reserved.
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页码：2227 / 2229
页数：3
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