A new Cu^(2+)-induced color reaction of a rhodamine derivative N-(3-carboxy)acryloyl rhodamine B hydrazide  

作　　者：SUN ChengDong CHEN JianMing MA HuiMin LIU Yang ZHANG JingHua LIU QingJun 

机构地区：[1]Beijing National Laboratory for Molecular Sciences, Key Laboratory of Analytical Chemistry for Living Biosvstems Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China [2]Beijing Center for Physical and Chemical Analysis, Beijing 100089, China

出　　处：《Science China Chemistry》2011年第7期1101-1108,共8页中国科学（化学英文版）

基　　金：supported by grants from the National Natural Science Foundation of China (20935005,90813032 & 20875092);National Basic Research Program of China (2010CB933502 & 2011CB935800);the Chinese Academy of Sciences

摘　　要：A new rhodamine derivative,N-(3-carboxy)acryloyl rhodamine B hydrazide(CARB),has been synthesized,and its unusual spectroscopic reaction with Cu2+ has been investigated.The derivative exhibits a rapid and reversible non-fluorescent absorption upon coordination to Cu2+,which is a rather unusual phenomenon for rhodamine B derivatives.Stoichiometric measurements using the Job's method and the molar ratio method reveal that one CARB molecule combines two Cu2+ ions,and the two Cu2+ ions play different roles:one opens the spirocyclic structure and the other quenches the fluorescence of the xanthene moiety.This reaction mechanism is supported by a comparative study on the model compound N-acryloyl rhodamine B hydrazide as well as by the density functional theory calculations.Furthermore,the absorption response of CARB is highly selective for Cu2+ over other common ions,which implies that CARB may be used as a colorimetric probe for the rapid visual detection of Cu2+.A new rhodamine derivative, N-（3-carboxy）acryloyl rhodamine B hydrazide （CARB）, has been synthesized, and its unusual spectroscopic reaction with Cu2＋ has been investigated. The derivative exhibits a rapid and reversible non-fluorescent absorption upon coordination to Cu2＋, which is a rather unusual phenomenon for rhodamine B derivatives. Stoichiometric measurements using the Job＇s method and the molar ratio method reveal that one CARB molecule combines two Cu2＋ ions, and the two Cu2＋ ions play different roles： one opens the spirocyclic structure and the other quenches the fluorescence of the xanthene moiety. This reaction mechanism is supported by a comparative study on the model compound N-acryloyl rhodamine B hydrazide as well as by the density functional theory calculations. Furthermore, the absorption response of CARB is highly selective for Cu2＋ over other common ions, which implies that CARB may be used as a colorimetric probe for the rapid visual detection of Cu2＋.

关 键 词：N-（3-carboxy）acryloyl rhodamine B hydrazide reaction mechanism colorimetric probe visual detection COPPER N-acryloyl rhodamine B hydrazide 

分 类 号：O614.121[理学—无机化学] Q945.78[理学—化学]