Self-assembly involving alkanediammonium ions and stereospecific [2+2] photocycloaddition of (18-crown-6)stilbene

被引:2
|
作者
Martyanov, T. P. [1 ,2 ]
Vorozhtsov, A. P. [1 ,2 ]
Aleksandrova, N. A. [2 ]
Sulimenkov, I. V. [3 ]
Slesarenko, N. A. [1 ]
Ushakov, E. N. [1 ,2 ]
Gromov, S. P. [2 ,4 ]
机构
[1] Russian Acad Sci, Fed Res Ctr Problems Chem Phys & Med Chem, 1 Prosp Akad Semenova, Chernogolovka 142432, Moscow Region, Russia
[2] Russian Acad Sci, Fed Sci Res Ctr Crystallog & Photon, Photochem Ctr, Build 1,7a Ul Novatorov, Moscow 119421, Russia
[3] Russian Acad Sci, Chernogolovka Branch, NN Semenov Fed Res Ctr Chem Phys, Chernogolovka 142432, Moscow Region, Russia
[4] Lomonosov Moscow State Univ, Dept Chem, Build 3,1 Leninskie Gory, Moscow 119991, Russia
基金
俄罗斯科学基金会;
关键词
self-assembly; photocycloaddition; cyclobutane; stilbene; crown ether; BISSTYRYL DYE; COMPLEXES; CATIONS;
D O I
10.1007/s11172-023-3838-2
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Complexation between (18-crown-6)stilbene and alkanediammonium ions +H3N(CH2)(n)NH3+ (n = 2-4) resulting in the pseudo-sandwich 2:1 stilbene-dication complexes and 1:1 stilbene-dication complexes was studied by NMR spectroscopy. The stability of the complexes decreases as the methylene chain length in the alkanediammonium ion increases. UV photolysis of the bis-ligand complexes produces two major products, viz., the rctt isomer of a biscrown-containing cyclobutane derivative formed as a result of intra-supramolecular [2+2] photocycloaddition and a crown-containing phenanthrene derivative (product of electrocyclization reaction). The effective quantum yields of both cyclization reactions occurring in the pseudo-sandwich complexes increase as the number of methylene units in the dication decreases.
引用
收藏
页码:740 / 748
页数:9
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