Synthesis and structure of bis-crown-containing stilbenes

被引:30
作者
Vedernikov, AI
Basok, SS
Gromov, SP
Kuz'mina, LG
Avakyan, VG
Lobova, NA
Kulygina, EY
Titkov, TV
Strelenko, YA
Ivanov, EI
Howard, JAK
Alfimov, MV
机构
[1] Russian Acad Sci, Photochem Ctr, Moscow 119421, Russia
[2] Natl Acad Sci Ukraine, Bogatskii Physicochem Inst, Odessa, Ukraine
[3] Russian Acad Sci, NS Kurnakov Gen & Inorgan Chem Inst, Moscow, Russia
[4] Russian Acad Sci, ND Zelinskii Organ Chem Inst, Moscow, Russia
[5] Univ Durham, Dept Chem, Durham DH1 3LE, England
基金
俄罗斯基础研究基金会;
关键词
D O I
10.1007/s11178-005-0255-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An improved procedure was proposed for the synthesis of stilbenes fused to two crown ether fragments at both benzene rings. The structure of new homologous symmetric bis-crown-containing stilbenes was determined by X-ray analysis. Relations were revealed between the size of the crown ether moiety and stilbene conformation in crystal and the mode of crystal packing. Conformational analysis of the prepared stilbenes in solution and in the solid state was performed by H-1 and C-13 NMR spectroscopy and by DFT quantum-chemical calculations.
引用
收藏
页码:843 / 854
页数:12
相关论文
共 20 条
[1]   SYNTHESE EINIGER AUXOCHROMHALTIGER ALPHA, ALPHA-DIARYLATHYLENE UND STILBENE [J].
ALATTAR, Y ;
WIZINGER, R .
HELVETICA CHIMICA ACTA, 1963, 46 (04) :1286-+
[2]   Structure of charge-transfer complexes formed by biscrown stilbene and dipyridylethylene derivatives as probed by surface-enhanced Raman scattering spectroscopy [J].
Alaverdian, IS ;
Feofanov, AV ;
Gromov, SP ;
Vedernikov, AI ;
Lobova, NA ;
Alfimov, MV .
JOURNAL OF PHYSICAL CHEMISTRY A, 2003, 107 (45) :9542-9546
[3]   Diastereospecific photochemical dimerization of a stilbene-containing daisy chain monomer in solution as well as in the solid state [J].
Amirsakis, DG ;
Elizarov, AM ;
Garcia-Garibay, MA ;
Glink, PT ;
Stoddart, JF ;
White, AJP ;
Williams, DJ .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (10) :1126-1132
[4]  
BECKER KB, 1983, SYNTHESIS-STUTTGART, P341
[5]  
Bogaschenko T, 2002, SYNTHESIS-STUTTGART, P2266
[6]   Prospects of electroanalytical investigations of supramolecular complexes of a bis-crown stilbene with viologen-like compounds bearing two ammonioalkyl groups [J].
Butin, KP ;
Moiseeva, AA ;
Gromov, SP ;
Vedernikov, AI ;
Botsmanova, AA ;
Ushakov, EN ;
Alfimov, MV .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2003, 547 (01) :93-102
[7]   The bis-barium complex of a butterfly crown ether as a phototunable supramolecular catalyst [J].
Cacciapaglia, R ;
Di Stefano, S ;
Mandolini, L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (08) :2224-2227
[8]   Size-selective catalysis of ester and anilide cleavage by the dinuclear barium(II) complexes of cis- and trans-stilbenobis(18-crown-6) [J].
Cacciapaglia, R ;
Di Stefano, S ;
Mandolini, L .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (02) :521-525
[9]  
Fedorov L.A, 1989, SPEKTROSKOPIYA YAMR
[10]  
Gromov SP, 2002, HELV CHIM ACTA, V85, P60, DOI 10.1002/1522-2675(200201)85:1<60::AID-HLCA60>3.0.CO