N-acyl triazenes as tunable and selective chemodosimeters toward cyanide ion
N-acyl triazenes as tunable and selective chemodosimeters toward cyanide ion
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DOI：
10.1021/jo061798t
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发表时间：
2006-12-08
影响因子：
3.6
通讯作者：
Ahn, Kyo Han
中科院分区：
文献类型：
--
作者：
Chung, Yunmi;Lee, Hanna;Ahn, Kyo Han
基于置换反应，研制了一种新型的化学剂量计。N-酰基三氮烯被发现是高度选择性和可调的化学剂量计对氰化物。当N-乙酰基三氮烯1a在乙腈中用各种阴离子（-CN、F-、Cl-、AcO-、H2 PO 4-、-SCN、ClO 4-和HSO 4-）滴定时，-CN和F-的吸收发生显著变化（从无色到深紫色），而AcO-和H2 PO 4-的吸收变化较小。N-异丙酰基-三氮烯1b仅对-CN有显著响应，对F-的响应较弱，对乙腈中的其他阴离子几乎没有响应。这两个三氮烯1a和1b只响应-CN在甲醇-水，因为分析物的强亲核性对酰基和弱氢键的能力相比，其他阴离子检查。N-酰基-三氮烯可用于氰化物的肉眼检测。
A novel type of chemodosimeters has been developed on the basis of a displacement reaction. N-Acyltriazenes are found to be highly selective and tunable chemodosimeters toward cyanide. When N-acetyltriazene 1a was titrated with various anions (-CN, F-, Cl-, AcO-, H2PO4-, -SCN, ClO4-, and HSO4-) in acetonitrile, significant absorption changes (from colorless to deep purple) resulted in the cases of -CN and F-, and small changes in the cases of AcO- and H2PO4-. N-Isopropanoyl-triazene 1b showed significant response only toward -CN, weaker response toward F-, and little response toward other anions in acetonitrile. Both of the triazenes 1a and 1b responded only to -CN in methanol-water, because of the analyte's strong nucleophilicity toward the acyl group and weak hydrogen-bonding ability as compared to other anions examined. The N-acyl-triazenes can be used for the naked eye detection of cyanide.