Takeo Sakai, Masanari Ota, Miho Ito, Riho Miura, Yuto Fumimoto, Yuji Mori
{"title":"Ion-Pair Extraction with Tetracyanocyclopentadienides: A Method for Estimating Extraction Efficiency.","authors":"Takeo Sakai, Masanari Ota, Miho Ito, Riho Miura, Yuto Fumimoto, Yuji Mori","doi":"10.1248/cpb.c24-00630","DOIUrl":null,"url":null,"abstract":"<p><p>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 (LogK<sub>ex</sub>) 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 LogK<sub>ex</sub> and the sum of the values of A and the calculated Log P of ammonium cations revealed that LogK<sub>ex</sub> can be estimated by the equation LogK<sub>ex</sub> = A + CLOGP<sub>NR4</sub> + 1.6, where CLOGP<sub>NR4</sub> is the CLOGP value obtained using the \"no-plus\" ammonium structure. The LogK<sub>ex</sub> value can be used to predict the extractability of quaternary ammonium ions.</p>","PeriodicalId":9773,"journal":{"name":"Chemical & pharmaceutical bulletin","volume":"73 2","pages":"121-135"},"PeriodicalIF":1.5000,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemical & pharmaceutical bulletin","FirstCategoryId":"3","ListUrlMain":"https://doi.org/10.1248/cpb.c24-00630","RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
引用次数: 0
摘要
使用四氰合环戊二烯(TCCPs)进行离子对萃取是分离铵阳离子的有效方法;然而,预测铵-TCCP 离子对的可萃取性是一项挑战。在本文中,通过测量铵-TCCP 离子对的萃取系数(LogKex),可以确定 TCCP 阴离子的 A 值(阴离子萃取指数)(-3.1 至-1.4);这些值分别高于高氯酸根阴离子和苦味酸根阴离子的 A 值,也与它们相似。LogKex 与铵阳离子的 A 值和计算的 Log P 值之和的相关性表明,LogKex 可通过公式 LogKex = A + CLOGPNR4 + 1.6 估算,其中 CLOGPNR4 是使用 "无加 "铵结构获得的 CLOGP 值。LogKex 值可用于预测季铵盐离子的萃取性。
Ion-Pair Extraction with Tetracyanocyclopentadienides: A Method for Estimating Extraction Efficiency.
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.
期刊介绍:
The CPB covers various chemical topics in the pharmaceutical and health sciences fields dealing with biologically active compounds, natural products, and medicines, while BPB deals with a wide range of biological topics in the pharmaceutical and health sciences fields including scientific research from basic to clinical studies. For details of their respective scopes, please refer to the submission topic categories below.
Topics: Organic chemistry
In silico science
Inorganic chemistry
Pharmacognosy
Health statistics
Forensic science
Biochemistry
Pharmacology
Pharmaceutical care and science
Medicinal chemistry
Analytical chemistry
Physical pharmacy
Natural product chemistry
Toxicology
Environmental science
Molecular and cellular biology
Biopharmacy and pharmacokinetics
Pharmaceutical education
Chemical biology
Physical chemistry
Pharmaceutical engineering
Epidemiology
Hygiene
Regulatory science
Immunology and microbiology
Clinical pharmacy
Miscellaneous.