Crown ether styryl dyes - 24. Synthesis of multiphotochromic 15-crown-5 ethers with rigid spacers, their anion-"capped" complexes, and stereospecific [2+2] autophotocycloaddition

被引：12
作者：
Gromov, SP
Fedorova, OA
Ushakov, EN
Baskin, II
Lindeman, AV
Malysheva, EV
Balashova, TA
Arsen'ev, AS
Alfimov, MV
机构：
[1] Russian Acad Sci, Ctr Photochem, Moscow 117421, Russia
[2] Russian Acad Sci, Inst Chem Phys, Chernogolovka 142432, Moscow Region, Russia
[3] Russian Acad Sci, ND Zelinskii Organ Chem Inst, Moscow 117913, Russia
[4] Russian Acad Sci, MM Shemyakin & YA Ovchinnikov InstBioorgan Chem, Moscow 117871, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 1998年 / 47卷 / 01期
关键词：
crown ether styryl dyes; synthesis; complexation; anion-"capped" complexes; 2+2] autophotocycloaddition; molecular mechanics; electronic spectra; H-1 NMR spectra;
D O I：
10.1007/BF02495515
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Novel styryl dyes (trans-2a,b) containing a 15-crown-5 ether moiety and an N-sulfobenzyl spacer were synthesized. The reactions of trans-2a,b with Mg(ClO4)(2) in MeCN afford dimeric complexes. During photolysis of the latter, trans-cis isomerization to give anion-"capped" complexes (cis-2a,b). Mg2+ and stereospecific [2+2] autocycloaddition to yield cyclobutane derivative occur in parallel. The ratio of the two transformation pathways of dyes 2a,b depends on the spacer type. To interpret the experimental data, the molecular-mechanics and semiempirical quantum-chemical calculations were performed.
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收藏
页码：97 / 106
页数：10
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