PREPARATION, CHARACTERIZATION, AND STRUCTURE OF N-METHYLATED DERIVATIVES OF 1,3,5-TRIAMINO-1,3,5-TRIDEOXY-CIS-INOSITOL - POLYALCOHOLS WITH UNUSUAL ACIDITY

被引：49

作者：

HEGETSCHWEILER, K ^{[1
]}

ERNI, I ^{[1
]}

SCHNEIDER, W ^{[1
]}

SCHMALLE, H ^{[1
]}

机构：

[1] UNIV ZURICH,INST ANORGAN CHEM,CH-8057 ZURICH,SWITZERLAND

来源：

HELVETICA CHIMICA ACTA | 1990年 / 73卷 / 01期

关键词：

D O I：

10.1002/hlca.19900730110

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

1,3,5‐Trideoxy‐1,3,5‐tris(dimethylamino)‐cis‐inositol (TDCI) and 1,3,5‐trideoxy‐1,3,5‐tris(trimethylammonio)‐cis‐inositol (TTCI) were prepared by methylation of 1,3,5‐triamino‐1,3,5‐trideoxy‐cis‐inositol (TACI). The ability of TDCI to form both intermolecular and intramolecular H‐bonds, as demonstrated by X‐ray diffraction, is probably responsible for the good solubility of TDCI in almost every common solvent. TTCI was found to be a polyol of unusual high acidity (pK1 = 8.14 ± 0.02, pK2 = 13.0 ± 0.2). This phenomenon could be explained by electrostatic interactions between the charged substituents of the cyclohexane residue. Copyright © 1990 Verlag GmbH & Co. KGaA, Weinheim

引用

页码：97 / 105

页数：9

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