Source:http://linkedlifedata.com/resource/pubmed/id/16808500
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rdf:type | |
lifeskim:mentions |
umls-concept:C0002508,
umls-concept:C0004927,
umls-concept:C0022203,
umls-concept:C0037638,
umls-concept:C0439849,
umls-concept:C0439858,
umls-concept:C0445223,
umls-concept:C0598142,
umls-concept:C0772162,
umls-concept:C1280500,
umls-concept:C1552599,
umls-concept:C1704787,
umls-concept:C1720867,
umls-concept:C2603343
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pubmed:issue |
14
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pubmed:dateCreated |
2006-6-30
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pubmed:abstractText |
The kinetics of the nucleophilic aromatic substitution of some 2-L-5-nitrothiophenes (para-like isomers) with three different amines (pyrrolidine, piperidine, and morpholine) were studied in three room-temperature ionic liquids ([bmim][BF4], [bmim][PF6], and [bm(2)im][BF4], where bmim = 1-butyl-3-methylimidazolium and bm(2)im = 1-butyl-2,3-dimethylimidazolium). To calculate thermodynamic parameters, a useful instrument to gain information concerning reagent-solvent interactions, the reaction was carried out over the temperature range 293-313 K. The reaction occurs faster in ionic liquids than in conventional solvents (methanol, benzene), a dependence of rate constants on amine concentration similar to that observed in methanol, suggesting a parallel behavior. The above reaction also was studied with 2-bromo-3-nitrothiophene, an ortho-like derivative able to give peculiar intramolecular interactions in the transition state, which are strongly affected by the reaction medium.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/1-butyl-3-methylimidazolium...,
http://linkedlifedata.com/resource/pubmed/chemical/Amines,
http://linkedlifedata.com/resource/pubmed/chemical/Borates,
http://linkedlifedata.com/resource/pubmed/chemical/Imidazoles,
http://linkedlifedata.com/resource/pubmed/chemical/Ionic Liquids,
http://linkedlifedata.com/resource/pubmed/chemical/Solvents,
http://linkedlifedata.com/resource/pubmed/chemical/Thiophenes
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pubmed:status |
MEDLINE
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pubmed:month |
Jul
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pubmed:issn |
0022-3263
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
7
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pubmed:volume |
71
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
5144-50
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pubmed:meshHeading |
pubmed-meshheading:16808500-Amines,
pubmed-meshheading:16808500-Borates,
pubmed-meshheading:16808500-Imidazoles,
pubmed-meshheading:16808500-Ionic Liquids,
pubmed-meshheading:16808500-Kinetics,
pubmed-meshheading:16808500-Molecular Structure,
pubmed-meshheading:16808500-Solubility,
pubmed-meshheading:16808500-Solvents,
pubmed-meshheading:16808500-Stereoisomerism,
pubmed-meshheading:16808500-Temperature,
pubmed-meshheading:16808500-Thiophenes
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pubmed:year |
2006
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pubmed:articleTitle |
Study of aromatic nucleophilic substitution with amines on nitrothiophenes in room-temperature ionic liquids: are the different effects on the behavior of para-like and ortho-like isomers on going from conventional solvents to room-temperature ionic liquids related to solvation effects?
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pubmed:affiliation |
Dipartimento di Chimica Organica E. Paterno, Università degli Studi di Palermo, Viale delle Scienze-Parco d'Orleans II, 90128 Palermo, Italy. fdanna@unipa.it
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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