Synthesis and photochromic properties of N2-alkyl-5-furyl-4-thienylpyridazinones

被引:2
作者
Karamov, O. G. [1 ]
Rybalkin, V. P. [2 ]
Makarova, N. I. [1 ]
Metelitsa, A. V. [1 ]
Kozyrev, V. S. [1 ]
Borodkin, G. S. [1 ]
Popova, L. L. [1 ]
Bren', V. A. [1 ]
Minkin, V. I. [1 ,2 ]
机构
[1] So Fed Univ, Inst Phys & Organ Chem, Rostov Na Donu 344090, Russia
[2] Russian Acad Sci, So Sci Ctr, Rostov Na Donu 344006, Russia
基金
俄罗斯基础研究基金会;
关键词
pyridazin-3-ones dihetarylethenes; synthesis; photochromism; fluorescence; photocolorability; molecular switches; DIHETARYL-SUBSTITUTED FURANONES; DIARYLETHENES;
D O I
10.1007/s11172-011-0025-y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
New dihetarylethenes containing the six-membered bridging moiety, viz., N-2-alkyl-5-furyl-4-thienylpyridazinones, were synthesized. These compounds have photochromic properties in solution. The hindered rotation of the thiophene and furan rings around the single bonds that link these rings to the double bond of the pyridazinone moiety results in the formation of mixtures of chiral diastereomers in solution, the lifetimes of the diastereomers being no longer than 0.2 s. The photochromic rearrangement of pyridazinones is characterized by the highly efficient photocoloration and the photobleaching, which is an order of magnitude less efficient, in the absence of thermal relaxation processes.
引用
收藏
页码:168 / 174
页数:7
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