Synthesis, structure, spectral properties, and electrochemistry of bis(crown ether) containing 1,3-distyrylbenzenes
作者:V. N. Nuriev、O. V. Fedorov、A. A. Moiseeva、A. Ya. Freidzon、N. A. Kurchavov、A. I. Vedernikov、A. V. Medved’ko、E. S. Pod’yacheva、S. Z. Vatsadze、S. P. Gromov
DOI:10.1134/s1070428017110203
日期:2017.11
tetraethyl [1,3-phenylenedi(methylene)]bis(phosphonate) with formyl derivatives of benzocrown-ethers or formyl derivatives of o-dimethoxybenzene lead to high yield formation of the respectful bis(crown ether) containing 1,3-distyrylbenzenes or tetramethoxy-substituted 1,3-distyrenebenzenes. NMR spectra and quantum-chemical calculations showed the prevalence of unsymmetrical syn/anti,(syn,anti),syn/anti-conformations
[1,3-亚苯基二(亚甲基)]双(膦酸)四乙酯与苯并冠醚的甲酰基衍生物或邻二甲氧基苯的甲酰基衍生物的反应导致相应的含1,3-双(冠醚)的高产率形成二苯乙烯基苯或四甲氧基取代的1,3-二苯乙烯苯。NMR光谱和量子化学计算显示不对称syn / anti,(syn,anti),syn / anti的流行-3-二苯乙烯基苯中的-构象。1,3-二苯乙烯基苯比1,4-二苯乙烯基苯在更短的波长光谱区域吸收并且具有较弱的荧光。与1,4-二苯乙烯基苯相比,电化学还原1,3-二苯乙烯基苯的困难是由于亚衍生物的共轭体系效率较低。