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
Abstract
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.
求助内容：
应助结果提醒方式：
京公网安备 11010802042870号
