CER - Central Repository
Institute of Chemistry, Technology and Metallurgy
    • English
    • Српски
    • Српски (Serbia)
  • English 
    • English
    • Serbian (Cyrillic)
    • Serbian (Latin)
  • Login
View Item 
  •   CER
  • IHTM
  • Radovi istraživača / Researchers' publications
  • View Item
  •   CER
  • IHTM
  • Radovi istraživača / Researchers' publications
  • View Item
JavaScript is disabled for your browser. Some features of this site may not work without it.

Kinetic investigations of the electrochemical bromination of peracetylated D-glucal in organic solvents

Authorized Users Only
2011
Authors
Šegan, Dejan
Vukicevic, Rastko D.
Šegan, Sandra
Šojić, Nešo
Buriez, Olivier
Manojlović, Dragan
Article (Published version)
Metadata
Show full item record
Abstract
Cyclic voltammetry and ultramicroelectrodes were used to investigate the kinetic aspects of the electrochemical bromination of 3,4,6-tri-O-acetyl-D-glucal (1) in acetonitrile (AN), dichloromethane (DCM), and dimethylsulfoxide (DMSO). Qualitative and quantitative results, determined notably from the kinetic parameter [glucal]/nu representing the competition between glucal concentration and time, clearly showed that glucal bromination depended on the nature of both the solvent and the in situ electrogenerated reactive brominated species (Br-2 or Br-3(-)) obtained from the oxidation of a bromide salt. It was especially shown that Br-2 reacted more rapidly than Br-3(-) towards (1). On the other hand, the reactivity of both brominated species appeared to follow the solvent polarity order since the highest reactivity was obtained in DMSO whereas the lowest one was found in DCM.
Keywords:
Kinetic / Bromination / Glycal / Cyclic voltammetry
Source:
Electrochimica Acta, 2011, 56, 27, 9968-9972
Publisher:
  • Oxford : Pergamon-Elsevier Science Ltd
Funding / projects:
  • Ministry of Science of the Republic of Serbia

DOI: 10.1016/j.electacta.2011.08.085

ISSN: 0013-4686

WoS: 000297399100040

Scopus: 2-s2.0-80054931632
[ Google Scholar ]
1
1
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/861
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Šegan, Dejan
AU  - Vukicevic, Rastko D.
AU  - Šegan, Sandra
AU  - Šojić, Nešo
AU  - Buriez, Olivier
AU  - Manojlović, Dragan
PY  - 2011
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/861
AB  - Cyclic voltammetry and ultramicroelectrodes were used to investigate the kinetic aspects of the electrochemical bromination of 3,4,6-tri-O-acetyl-D-glucal (1) in acetonitrile (AN), dichloromethane (DCM), and dimethylsulfoxide (DMSO). Qualitative and quantitative results, determined notably from the kinetic parameter [glucal]/nu representing the competition between glucal concentration and time, clearly showed that glucal bromination depended on the nature of both the solvent and the in situ electrogenerated reactive brominated species (Br-2 or Br-3(-)) obtained from the oxidation of a bromide salt. It was especially shown that Br-2 reacted more rapidly than Br-3(-) towards (1). On the other hand, the reactivity of both brominated species appeared to follow the solvent polarity order since the highest reactivity was obtained in DMSO whereas the lowest one was found in DCM.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Electrochimica Acta
T1  - Kinetic investigations of the electrochemical bromination of peracetylated D-glucal in organic solvents
VL  - 56
IS  - 27
SP  - 9968
EP  - 9972
DO  - 10.1016/j.electacta.2011.08.085
ER  - 
@article{
author = "Šegan, Dejan and Vukicevic, Rastko D. and Šegan, Sandra and Šojić, Nešo and Buriez, Olivier and Manojlović, Dragan",
year = "2011",
abstract = "Cyclic voltammetry and ultramicroelectrodes were used to investigate the kinetic aspects of the electrochemical bromination of 3,4,6-tri-O-acetyl-D-glucal (1) in acetonitrile (AN), dichloromethane (DCM), and dimethylsulfoxide (DMSO). Qualitative and quantitative results, determined notably from the kinetic parameter [glucal]/nu representing the competition between glucal concentration and time, clearly showed that glucal bromination depended on the nature of both the solvent and the in situ electrogenerated reactive brominated species (Br-2 or Br-3(-)) obtained from the oxidation of a bromide salt. It was especially shown that Br-2 reacted more rapidly than Br-3(-) towards (1). On the other hand, the reactivity of both brominated species appeared to follow the solvent polarity order since the highest reactivity was obtained in DMSO whereas the lowest one was found in DCM.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Electrochimica Acta",
title = "Kinetic investigations of the electrochemical bromination of peracetylated D-glucal in organic solvents",
volume = "56",
number = "27",
pages = "9968-9972",
doi = "10.1016/j.electacta.2011.08.085"
}
Šegan, D., Vukicevic, R. D., Šegan, S., Šojić, N., Buriez, O.,& Manojlović, D.. (2011). Kinetic investigations of the electrochemical bromination of peracetylated D-glucal in organic solvents. in Electrochimica Acta
Oxford : Pergamon-Elsevier Science Ltd., 56(27), 9968-9972.
https://doi.org/10.1016/j.electacta.2011.08.085
Šegan D, Vukicevic RD, Šegan S, Šojić N, Buriez O, Manojlović D. Kinetic investigations of the electrochemical bromination of peracetylated D-glucal in organic solvents. in Electrochimica Acta. 2011;56(27):9968-9972.
doi:10.1016/j.electacta.2011.08.085 .
Šegan, Dejan, Vukicevic, Rastko D., Šegan, Sandra, Šojić, Nešo, Buriez, Olivier, Manojlović, Dragan, "Kinetic investigations of the electrochemical bromination of peracetylated D-glucal in organic solvents" in Electrochimica Acta, 56, no. 27 (2011):9968-9972,
https://doi.org/10.1016/j.electacta.2011.08.085 . .

DSpace software copyright © 2002-2015  DuraSpace
About CeR – Central Repository | Send Feedback

re3dataOpenAIRERCUB
 

 

All of DSpaceInstitutions/communitiesAuthorsTitlesSubjectsThis institutionAuthorsTitlesSubjects

Statistics

View Usage Statistics

DSpace software copyright © 2002-2015  DuraSpace
About CeR – Central Repository | Send Feedback

re3dataOpenAIRERCUB