Počet záznamů: 1
Electrochemical Cleavage of Carbon-Chlorine Bonds in Multiply Bridge-Chlorinated Bicyclo[1.1.1]pentane-1,3-dicarboxylic Acids
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SYSNO ASEP 0545682 Druh ASEP J - Článek v odborném periodiku Zařazení RIV J - Článek v odborném periodiku Poddruh J Článek ve WOS Název Electrochemical Cleavage of Carbon-Chlorine Bonds in Multiply Bridge-Chlorinated Bicyclo[1.1.1]pentane-1,3-dicarboxylic Acids Tvůrce(i) Kaleta, J. (CZ)
Hromadová, Magdaléna (UFCH-W) RID, ORCID, SAI
Pospíšil, Lubomír (UFCH-W) RID, ORCIDZdroj.dok. ChemElectroChem. - : Wiley - ISSN 2196-0216
Roč. 8, č. 17 (2021), s. 3243-3249Poč.str. 7 s. Jazyk dok. eng - angličtina Země vyd. DE - Německo Klíč. slova potential sweep voltammetry ; volatile organic-compounds ; electron-transfer ; electrocatalytic dechlorination ; activated olefins ; transition ; mechanisms ; reduction ; stepwise ; bicyclo[1.1.1]pentane-1,3-dicarboxylic acids ; reduction ; C-Cl cleavage ; protonation ; voltammetry Vědní obor RIV CG - Elektrochemie Obor OECD Electrochemistry (dry cells, batteries, fuel cells, corrosion metals, electrolysis) CEP GX20-03691X GA ČR - Grantová agentura ČR Způsob publikování Omezený přístup Institucionální podpora UFCH-W - RVO:61388955 UT WOS 000655723400001 EID SCOPUS 85106600032 DOI 10.1002/celc.202100372 Anotace Reduction of five derivatives of bicyclo[1.1.1]pentane-1,3-dicarboxylic acid containing one to four chlorine substituents on methylene bridges were investigated by cyclic voltammetry and electrochemical impedance spectroscopy. Electrochemical cleavage of C-Cl bonds and the reduction of H+ provided by dissociation of COOH groups are two competing processes characterized by different time constants. A concerted mechanism of C-Cl bonds cleavage is operative. The location of LUMO orbitals changes with increasing number of chlorine substituents from COOH sites to bicyclo[1.1.1]pentane. Carboxylic groups participate in the protonation of intermediates formed by the C-Cl bond rupture. The esterification of two derivatives eliminates the self-protonation. Esters are reduced only at very negative potentials near the end of an available potential window. Pracoviště Ústav fyzikální chemie J.Heyrovského Kontakt Michaela Knapová, michaela.knapova@jh-inst.cas.cz, Tel.: 266 053 196 Rok sběru 2022 Elektronická adresa http://hdl.handle.net/11104/0322353
Počet záznamů: 1