4.7 Article

Multistage Complexation of Fluoride Ions by a Fluorescent Triphenylamine Bearing Three Dimesitylboryl Groups: Controlling Intramolecular Charge Transfer

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 76, 期 21, 页码 9081-9085

出版社

AMER CHEMICAL SOC
DOI: 10.1021/jo2019152

关键词

-

向作者/读者索取更多资源

A propeller-shaped boron-nitrogen compound (NB3) with three binding sites for fluoride anions was synthesized and investigated by optical absorption, luminescence, and (H-1, B-11, C-13, F-19) NMR spectroscopy. Binding of fluoride in dichloromethane solution occurs in three clearly identifiable steps and leads to stepwise blocking of the three initially present nitrogen-to-boron charge transfer pathways. As a consequence, the initially bright blue charge transfer emission is red-shifted and decreases in intensity, until it is quenched completely in presence of large fluoride excess. Fluoride binding constants were determined from global fits to optical absorption and luminescence titration data and were found to be K-a1 = 4 x 10(7) M-1, K-a2 = 2.5 x 10(6) M-1, and K-a3 = 3.2, x 10(4) M-1 in room temperature dichloromethane solution. Complexation of fluoride to a given dimesitylboryl site increases the electron density at the central nitrogen atom of NB3, and this leads to red shifts of the remaining nitrogen-to-boron charge transfer transitions involving yet unfluorinated dimesitylboryl groups.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.7
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

暂无数据
暂无数据