Base-catalyzed H/D exchange of polychlorinated biphenyls

被引:4
作者
Xiang, Zhihao [1 ,2 ]
Huang, Shiqing [2 ]
Zhao, Liang-Liang [2 ]
Zhang, Zengyu [2 ]
Chen, Ke [3 ]
Cao, Wanqiang [1 ]
Zheng, Keyu [1 ]
Yan, Xiaoyu [2 ]
机构
[1] Hubei Univ, Sch Mat Sci & Engn, Wuhan 430062, Peoples R China
[2] Renmin Univ China, Dept Chem, Key Lab Adv Light Convers Mat & Biophoton, Beijing 100872, Peoples R China
[3] South Cent Univ Nationalities, Key Lab Resources Convers & Pollut Control, Coll Resources & Environm Sci, State Ethn Affairs Commiss, Wuhan 430074, Peoples R China
基金
中国国家自然科学基金;
关键词
Hydrogen isotope exchange; Deuterium; PCBs; Density functional calculations; DEUTERIUM; COMPLEXES; DRUG;
D O I
10.1016/j.tetlet.2022.154200
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Polychlorinated biphenyls are one of the most ubiquitous and harmful environmental pollutants at present. With the rapid development of mass spectrometry-based analysis method, it is necessary to develop synthetic methods for isotopologues of polychlorinated biphenyls. Herein, a novel base-catalyzed H/D exchange reaction of polychlorinated biphenyls with DMSO d(6)/D2O has been disclosed. This protocol provides excellent deuterium incorporation with good ortho-selectivity. (C) 2022 Elsevier Ltd. All rights reserved.
引用
收藏
页数:5
相关论文
共 61 条
[1]   INTERLABORATORY STUDY ON DETERMINATION OF POLYCHLORINATED-BIPHENYLS IN ENVIRONMENTALLY CONTAMINATED SEDIMENTS [J].
ALFORDSTEVENS, AL ;
BUDDE, WL ;
BELLAR, TA .
ANALYTICAL CHEMISTRY, 1985, 57 (13) :2452-2457
[2]   C-H Functionalisation for Hydrogen Isotope Exchange [J].
Atzrodt, Jens ;
Derdau, Volker ;
Kerr, William J. ;
Reid, Marc .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (12) :3022-3047
[3]   Deuterium- and Tritium-Labelled Compounds: Applications in the Life Sciences [J].
Atzrodt, Jens ;
Derdau, Volker ;
Kerr, William J. ;
Reid, Marc .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (07) :1758-1784
[4]   Pd- and Pt-catalyzed H/D exchange methods and their application for internal MS standard preparation from a Sanofi-Aventis perspective [J].
Atzrodt, Jens ;
Derdau, Volker .
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2010, 53 (11-12) :674-685
[5]  
Bilker H.H., 1997, TETRAHEDRON LETT, V38, P8519
[6]   Platinum and Palladium Complexes Containing Cationic Ligands as Catalysts for Arene H/D Exchange and Oxidation [J].
Emmert, Marion H. ;
Gary, J. Brannon ;
Villalobos, Janette M. ;
Sanford, Melanie S. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (34) :5884-5886
[7]   Applications of polychlorinated biphenyls [J].
Erickson, Mitchell D. ;
Kaley, Robert G., II .
ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH, 2011, 18 (02) :135-151
[8]   General method of obtaining deuterium-labeled heterocyclic compounds using neutral D2O with heterogeneous Pd/C [J].
Esaki, Hiroyoshi ;
Ito, Nobuhiro ;
Sakai, Shino ;
Maegawa, Tomohiro ;
Monguchi, Yasunari ;
Sajiki, Hironao .
TETRAHEDRON, 2006, 62 (47) :10954-10961
[9]   Using Deuterium in Drug Discovery: Leaving the Label in the Drug [J].
Gant, Thomas G. .
JOURNAL OF MEDICINAL CHEMISTRY, 2014, 57 (09) :3595-3611
[10]   Organochlorine pesticides and polychlorinated biphenyls in high mountain lakes, Mexico [J].
Garcia-Solorio, Liliana ;
Muro, Claudia ;
De la Rosa, Isaias ;
Amador-Munoz, Omar ;
Ponce-Velez, Guadalupe .
ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH, 2022, 29 (32) :49291-49308