Crown-containing styryl dyes: cation-induced self-assembly of multiphotochromic 15-crown-5 ethers into photoswitchable molecular devices

被引:37
作者
Ushakov, EN
Gromov, SP
Buevich, AV
Baskin, II
Fedorova, OA
Vedernikov, AI
Alfimov, MV
Eliasson, B
Edlund, U
机构
[1] Russian Acad Sci, Ctr Photochem, Moscow 117421, Russia
[2] Russian Acad Sci, Inst Chem Phys Res, Chernogolovka 142432, Moscow Region, Russia
[3] Russian Acad Sci, ND Zelinskii Organ Chem Inst, Moscow 117913, Russia
[4] Umea Univ, Dept Organ Chem, S-90187 Umea, Sweden
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1999年 / 03期
关键词
D O I
10.1039/a807565d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The s-conformations of trans-1b-e were studied by H-1 NMR spectroscopy in CD3CN solution. It was shown that in trans-1b-e intramolecular ion pairs between the SO3- group and the positively charged nitrogen atom of the benzothiazolium residue are formed. In the case of trans-1a no ionic association was observed. The complex formation of the trans- and cis-isomers of crown-containing styryl dyes with Mg2+ in CH3CN was studied spectrophotometrically. The anion-"capped" complexes formed by the cis-isomers were found to be more stable than the complexes formed by the corresponding trans-isomers. The stability constants of the complexes formed by the cis-isomers depend markedly on length and type of the N-substituent. Data from PM3 quantum-chemical calculations were used for the interpretation of some experimental data.
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页码:601 / 607
页数:7
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