SYNTHESIS OF CHIRAL 3-[DI(ALKYLTHIO)METHYLENE]NOPINONES - CIRCULAR-DICHROISM - ANOMALY TO THE RULE OF HELICALNESS - CRYSTAL-STRUCTURE OF (1R,5R)-(+)-3-(1',3'-DITHIAN-2'-YLIDENE)NOPINONE

被引:2
|
作者
LAMAZOUERE, AM
ELBATOUTI, N
SOTIROPOULOS, J
DUPONT, L
GERMAIN, G
机构
[1] UNIV LIEGE,INST PHYS B5,CRISTALLOG LAB,B-4000 LIEGE,BELGIUM
[2] UNIV LOUVAIN,UNITE CHIM PHYS MOLEC & CRISTALLOG,B-1348 LOUVAIN,BELGIUM
来源
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 1994年 / 92卷 / 1-4期
关键词
CHIRAL 3-[DI(ALKYLTHIO)METHYLENE] NOPINONES; X-RAY STRUCTURE; CIRCULAR DICHROISM;
D O I
10.1080/10426509408021467
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Some chiral 3-[di(alkylthio)methylene] nopinones have been synthetized from (+)-nopinone by action of carbon disulfide, then alkyl halides in basic media and the molecule structure of one of these compounds was carried out by single crystal X-Ray diffraction methods. Crystals belong to space group P2(1) with a = 7.2330 (13), b = 7.872 (7), c = 11.8897 (11) Angstrom, beta = 106.650 (8)degrees, Z = 2, M = 254.39, D-c = 1.303 g.cm(-3), mu = 3.523 mm(-1), F (000) = 272. Circular dichroism of the pi --> pi(*) transition of these compounds is positive and opposite to those of the other alpha,beta-ethylenic derivatives of the nopinone. The presence of the two sulfur atoms and the distorsion of the whole conjugated system shown by the XR study could be responsible for this apparent anomaly.
引用
收藏
页码:155 / 165
页数:11
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