1,2-二吡咯基-4,5-二(二苯基膦基)苯的合成与表征  

Synthesis and characterization of 1,2-dipyrrolyl-4,5- bis(diphenylphosphino) benzene

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作  者:陈钢 房家永 陈晨[1] 刘玉玲[1] 陈准 柳利[1] CHEN Gang;FANG Jiayong;CHEN Chen;LIU Yuling;CHEN Zhun;LIU Li(Hubei Collaborative Innovation Center for Advanced Organic Chemical Materials(Hubei University),Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional 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)》2024年第3期363-368,共6页Journal of Hubei University:Natural Science

基  金:国家自然科学基金(21671061)资助。

摘  要:含邻位芳基双膦配体的亚铜配合物因其高效发光应用于有机发光二极管。本文中设计将两个富电子单杂环吡咯引入到二(二苯基膦基)苯中,合成一种新的邻位芳基双膦配体1,2-二吡咯基-4,5-二(二苯基膦基)苯。首先将吡咯与1,2-二氟-4,5-二溴苯在碱性Cs_(2)CO_(3)、140℃下发生亲核取代反应,生成1,2-二吡咯基-4,5-二溴苯,然后在低温条件下继续与正丁基锂、氯代二苯基膦反应,生成目标产物1,2-二吡咯基-4,5-二(二苯基膦基)苯。用核磁共振谱(^(1)H、^(13)C、^(31)P NMR)、傅里叶变换红外光谱、高分辨电喷雾质谱等对目标化合物进行表征,确证了结构,为后续合成金属配合物发光材料提供了一种新的配体。该化合物目前鲜见报道。Copper(I) complexes containing ortho-aryldiphosphine ligand have been applied in organic light emitting diodes due to their highly efficient emission.Here,two electron-rich heteroring pyrrol rings were introduced into bis(diphenylphopshino)benzene,a new ortho-aryldiphosphine ligand,1,2-dipyrrolyl-4,5-bis(diphenylphosphino)benzene was synthesized.Firstly,pyrrole was reacted with 1,2-difluoro-4,5-dibromobenzene in basic Cs_(2)CO_(3) at 140 ℃,2-dipyrrolyl-4,5-dibromobenzene was synthesized by substituted nucleophilic reaction.Then,it continued to react with n-butyllithium and diphenylphosphine chloride at low temperature,the target compound 1,2-dipyrrolyl-4,5-bis(diphenylphosphino)benzene was synthesized.The structure of this ligand was characterized and confirmed by nuclear magnetic resonance spectroscopy(^(1)H,^(13)C,^(31)P NMR),infrared absorption spectroscopy and high-resolution mass spectrometry.It provides a new ligand for the further synthesis of luminescent metal complexes.Few studies about this compound have been reported.

关 键 词:吡咯 有机双膦 合成 表征 

分 类 号:O626[理学—有机化学]

 

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