ANOMALIES IN THE REDUCTION OF THE SCHIFF-BASES 5-(DIETHYLAMINO)-2-(PHENYLIMINOMETHYL)PHENOL AND 2-[(4-DIETHYLAMINOPHENYL)IMINOMETHYL]-PHENOL AND THEIR CRYSTAL-STRUCTURES

被引：22

作者：

MOLONEY, GP ^{[1
]}

GABLE, RW ^{[1
]}

ISKANDER, MN ^{[1
]}

CRAIK, DJ ^{[1
]}

MACKAY, MF ^{[1
]}

机构：

[1] LA TROBE UNIV,DEPT CHEM,BUNDOORA,VIC 3083,AUSTRALIA

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1990年 / 43卷 / 01期

关键词：

D O I：

10.1071/CH9900099

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Two intermediate Schiff bases, 5-(diethylamino)-2-(phenyliminomethyl)phenol (1) and 2-[(4- diethylaminophenyl)iminomethyl]phenol (2), were encountered which proved difficult to reduce to their corresponding secondary amines with sodium borohydride. X-Ray crystallographic analyses showed that the molecules are virtually planar with intramolecular hydrogen bonding between the imino nitrogen and the phenolic oxygen. Bond lengths in the phenyl rings with the diethylamino substituents indicate a significant contribution from the quinonoid form for these ring systems. © 1990 ASEG.

引用

页码：99 / 107

页数：9

共 15 条

[1] STRUCTURE AND CONFORMATIONS OF GABA-TRANSAMINASE INHIBITORS .4. TRANSITION-STATE ANALOGS [J].