Ion-Pair Extraction with Tetracyanocyclopentadienides: A Method for Estimating Extraction Efficiency

被引：1
|
作者：
Sakai, Takeo [1 ]
Ota, Masanari [1 ]
Ito, Miho [1 ]
Miura, Riho [1 ]
Fumimoto, Yuto [1 ]
Mori, Yuji [1 ]
机构：
[1] Meijo Univ, Fac Pharm, 150 Yagotoyama Tempaku ku, Nagoya 4688503, Japan
来源：
CHEMICAL & PHARMACEUTICAL BULLETIN | 2025年 / 73卷 / 02期
基金：
日本学术振兴会;
关键词：
ion-pair extraction; extraction coefficient; tetrcyanocyclopentadienide; OF-THE-ART; PHYSICOCHEMICAL PARAMETERS; OCTANOL/WATER PARTITION; LOG P; LIPOPHILICITY; COEFFICIENT; PREDICTION; CHEMISTRY; CONSTANTS; CHLORIDE;
D O I：
10.1248/cpb.c24-00630
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Ion-pair extraction with tetracyanocyclopentadienides (TCCPs) is an effective method for isolating ammonium cations; however, predicting the extractability of ammonium-TCCP ion pairs is challenging. Herein, the measured extraction coefficients (LogKex) of ammonium-TCCP ion pairs allowed the values of A (an index for anion extractability) for the TCCP anions to be determined (-3.1 to -1.4); these values were higher than and similar to those of perchlorate and picrate anions, respectively. The correlation between LogKex and the sum of the values of A and the calculated Log P of ammonium cations revealed that LogKex can be estimated by the equation LogKex = A + CLOGPNR4 + 1.6, where CLOGPNR4 is the CLOGP value obtained using the "no-plus" ammonium structure. The LogKex value can be used to predict the extractability of quaternary ammonium ions.
引用
收藏
页码：121 / 135
页数：15
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