CROWN-ETHER STYRYL DYES - 24 - SYNTHESIS OF MULTIPHOTOCHROMIC 15-CROWN-5 ETHERS WITH RIGID SPACERS, THEIR ANION-CAPPED COMPLEXES, AND STEREOSPECIFIC [2-AUTOPHOTOCYCLOADDITION(2])

Citation
Sp. Gromov et al., CROWN-ETHER STYRYL DYES - 24 - SYNTHESIS OF MULTIPHOTOCHROMIC 15-CROWN-5 ETHERS WITH RIGID SPACERS, THEIR ANION-CAPPED COMPLEXES, AND STEREOSPECIFIC [2-AUTOPHOTOCYCLOADDITION(2]), Russian chemical bulletin, 47(1), 1998, pp. 97-106
Citations number
18
Categorie Soggetti
Chemistry
Journal title
ISSN journal
10665285
Volume
47
Issue
1
Year of publication
1998
Pages
97 - 106
Database
ISI
SICI code
1066-5285(1998)47:1<97:CSD-2->2.0.ZU;2-A
Abstract
Novel styryl dyes (trans-2a,b) containing a 15-crown-5 ether moiety an d 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'' compl exes (cis-2a,b). Mg2+ and stereospecific [2+2] autocycloaddition to yi eld cyclobutane derivative occur in parallel. The ratio of the two tra nsformation pathways of dyes 2a,b depends on the spacer type. To inter pret the experimental data, the molecular-mechanics and semiempirical quantum-chemical calculations were performed.