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延边大学 工学院工业设计系, 吉林延吉,133002
纸质出版日期:2009-10-30,
网络出版日期:2009-10-30,
收稿日期:2009-4-21,
修回日期:1900-1-2,
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金月仙. 2H-氮杂卓衍生物迁移反应的光谱学特征[J]. 发光学报, 2009,30(5):658-662.
JIN Yue-xian. Spectroscopy Studying on Derivatives 2H-azepine PrS- migration Reaction[J]. Chinese Journal of Luminescence, 2009,30(5):658-662.
氮杂卓化合物存在1H-
2H-
3H-和4H-共4个互变异构体
其中
2H-
3H-系统是最重要的。2H-氮杂卓母体化合物很不稳定
4位存在叔-丁基
并且环上含有丙硫基(PrS-)取代基的2H-氮杂卓
不仅发生H迁移
也能发生PrS-迁移
向较稳定的3H-氮杂卓异构化。以2
7-二甲氧基-4-甲基-2H-氮杂卓为原料
通过与Pr-SH的取代反应
合成7-甲氧基-4-甲基-2-PrS-2H-氮杂卓
并讨论分析产物的 迁移反应。通过IR、
1
H NMR、
13
C NMR、MS检测表明
在室温条件下
4位存在甲基的2H-氮杂卓衍生物
选择性地发生 PrS-迁移
生成3H-氮杂卓
而且此异构化反应速度比叔-丁基存在时的情况更快。
In many biologies and plants
the ring containing the nitrogen atom of azepine
which as biologically active substances
is an important group of organic compounds.There is tautomers between 1H-
2H-
3H- in azepine
among them 2H-
3H- system are the most important.2H-azepine is unstable index compound
through H migration
the 3H-azepine isomerization is relatively stable.The existence of four tert-butyl and PrS- ring substituent containing the 2H-azepine
it not only can migrate to hydrogen atom
but also the movement of sulfur occurred
and 3H-azepine isomerization occurs.Regarding 2
7-dimethoxy-4-methyl-2H-azepine as raw materials
through the substitution reaction with propyl thiol
7-methoxy-4-methyl-2-propylthio-2H-azepine was synthesized and migration reaction was analyzed.IR
1
H NMR
13
C NMR
MS obervation showed that
at room temperature
the seletive PrS-migration base on 2H-azepine ring with 4-methyl 2H-azepine occures and 3H-arepine is established
wiche is faster than that with exitstence of tert-butyl.
2H-氮杂卓取代反应PrS-迁移异构化反应
2H-azepinesubstitution reactionPrS migrationisomerization reaction
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