SYNTHESIS AND CONFORMATIONAL STUDY OF ACRIDINE-DERIVATIVES RELATED TO 1,4-DIHYDROPYRIDINES

被引:120
作者
MARTIN, N [1 ]
QUINTEIRO, M [1 ]
SEOANE, C [1 ]
SOTO, JL [1 ]
MORA, A [1 ]
SUAREZ, M [1 ]
OCHOA, E [1 ]
MORALES, A [1 ]
DELBOSQUE, JR [1 ]
机构
[1] UNIV LA HABANA,FAC QUIM,SINTESIS ORGAN LAB,HAVANA,CUBA
关键词
D O I
10.1002/jhet.5570320139
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel acridine derivatives have been synthesized from dimedone and different aromatic aldehydes by following the classical Hantzch's procedure. The particular substitution pattern of these compounds is responsible for the observed strong push-pull effect. Quantum chemical calculations were carried out on these molecules by using the AM1 method with complete geometry optimization. The calculated heats of formation reveal two equally favoured conformations. The parameter of planarity and the charge density calculations are in agreement with the C-13 nmr spectroscopic data.
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页码:235 / 238
页数:4
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