新型D-π-A结构茋类衍生物的合成及其光学性质.pdfVIP

学兔兔 2014年第22卷 合成化学 Vo1．22，2014 第5期，627—629 Chinese Journal of Synthetic Chemistry No．5，627～629 · 快递论文 · 新型D一订一A结构芪类衍生物的合成及其光学性质 谭景云，陈彦昕，孙 璐，周家正，唐 超，李胜利，吴杰颖 (安徽大学化学化工学院，安徽合肥 230039) 摘要：以对硝基甲苯为起始原料，与NBS经溴代反应制得对溴甲基硝基苯(2)；2与亚磷酸三乙酯经取代反应 得4一硝基苯基膦酸二乙酯(3)；4-醛基苯基亚氨基二乙酸二乙酯与3或对硝基苯乙腈分别经Wittig—Homer反 应和Knoevenagel缩合反应合成了两种新型芪类化合物(5和7)，其结构经 H NMR，”c NMR，IR和ESI．MS表 征。用uV-Vis和荧光光谱研究了5和7的光学性质。结果表明：5和7的最大吸收峰均位于410 nm；5的荧光 发射峰位于529 nm，较7红移26 Din，发射强度提高129倍。 关 键 词：芪；Wittig—Homer反应；Knoevenagel缩合反应；合成；光学性质 中图分类号：0625．1 文献标识码：A 文章编号：1005．1511(2014)05-0 Synthesis and Optical Properties of Novel D一1rr—A Stilbene Derivatives TAN Jing—yun， CHEN Yan-xin， SUN Lu， ZHOU Jia-zheng， TANG Chao， LI Sheng—li， WU Jie-ying (CoHege of Chemistry and Chemical Engineering，Anhui University，Hefei 230039，China) Abstract：1-(Bromomethy1)-4一nitrobenzene(2)was prepared by bromination ofP—nitrotoluene with N-bromobutanimide．Diethyl 4-nitrobenzylphosphonate(3)was prepared by substitution reaction of 2 with triethyl phosphite．Two novel compounds(5 and 7)containing stilbene were synthesized by Wit— tig—Homer reaction of diethyl 4一formylphenyliminodiacetate with 3 or Knoevenagel condensation re． action with 4一nitrophenylacetonitrile，respectively．The structures were characterized by H NMR， C NMR，IR and ESI—MS．The optical properties of 5 and 7 were investigated by UV—Vis and fluo． rescence spectra．Th e results showed that A of 5 and 7 were 410 nln．Compared with the emission band of 7，5 presents a red shiR of 26 nm(529 nm)a