1,2-二[(2-二苯基膦基-4,5-二甲氧基)苯基]乙炔的合成与表征  

Synthesis and characterization of 1,2-bis[(2-diphenylphosphino-4,5-dimethoxy)phenyl]ethyne

作　　者：刘念[1] 陈翔[1] 杨柳[1] 柳利[1] LIU Nian;CHEN Xiang;YANG Liu;LIU Li(Hubei Collaborative Innovation Center for Advanced Organic Chemical Materials (Hubei University), Ministry of Education Key Laboratory for the Synthesis and Application of OrganicFunctional Molecules (Hubei University), Wuhan 430062, China)

机构地区：[1]有机化工新材料湖北省协同创新中心(湖北大学),有机功能分子合成与应用教育部重点实验室(湖北大学),湖北武汉430062

出　　处：《湖北大学学报（自然科学版）》2021年第1期56-62,共7页Journal of Hubei University：Natural Science

基　　金：国家自然科学基金(21671061)资助。

摘　　要：炔基金属配合物在非线性光学材料、分子导线等领域的应用一直以来备受关注.以4-溴-1,2-二甲氧基苯为基本原料,通过碘代、Sonogashira交叉偶联反应、脱TMS得到端炔化合物,然后与碘代物再进行一次交叉偶联反应,得到1,2-二(2-溴-4,5-二甲氧基苯基)乙炔,最后依次与正丁基锂、二苯基氯化膦反应生成目标产物1,2-二[(2-二苯基膦基-4,5-二甲氧基)苯基]乙炔.用核磁共振谱(1H NMR、13C NMR、31P NMR)、傅里叶变换红外光谱(FT-IR)、高分辨电喷雾质谱(HRMS-ESI)等对目标化合物进行测定和结构表征,确证了结构,为后续合成炔基金属配合物发光材料提供一种新的配体.该系列化合物目前鲜见文献报道.Alkynyl metal complexes have attracted a lot of attention due to their application as nonlinear optical materials and molecular wires.Here,4-bromo-1,2-dimethoxybenzene was used as the raw material,through halogenation,Sonogashira crossing coupling reaction and degenerating TMS,a terminal acetylene was obtained.Then it was reacted with an iodide through crossing coupling reaction again,1,2-di(2-bromo-4,5-dimethoxyphenyl)acetylene was formed,and continued to react with n-butyllithium and diphenylphosphoine chloride to generate the target product 1,2-bis[(2-diphenylphosphino-4,5-dimethoxy)phenyl]ethyne.The structure of the title compound was characterized and confirmed by NMR(1H NMR,13C NMR and 31P NMR),FT-IR,HRMS-ESI spectra.It provided a precursor for synthesis of luminescent alkynyl metal complexes in the further step.As far as we know,this compound has been less reported.

关 键 词：炔烃 有机膦 Sonogashira交叉偶联反应 炔基金属配合物 机理 

分 类 号：O634[理学—高分子化学]