FUNCTIONALIZED CHLOROENAMINES IN AMINOCYCLOPROPANE SYNTHESIS .12. BASICITY AND PROTONATION BEHAVIOR OF 6-AMINO-3-AZABICYCLO[3.1.0]HEXANE DERIVATIVES

被引:11
作者
BUTZ, V [1 ]
VILSMAIER, E [1 ]
MAAS, G [1 ]
机构
[1] UNIV KAISERSLAUTERN,FACHBEREICH CHEM,ERWIN SCHRODINGER STR,D-67663 KAISERSLAUTERN,GERMANY
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1993年 / 10期
关键词
D O I
10.1039/p29930001907
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bicyclic endo diamines 1a-c are more basic than the diastereomeric exo diamines 2a-c by about one pK(a) unit. Configuration and conformation of some compounds 5, the monoammonium salts of the endo diamines 1, have been studied by H-1 NMR spectroscopy. X-Ray structure analysis of salt 5n Br, possessing the N(3)-H proton in the endo position, indicates a hydrogen bonding with the bromide anion rather than with the C(6)-morpholine unit.
引用
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页码:1907 / 1913
页数:7
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