Utilização de RMN de ¹H na determinação da configuração absoluta de álcoois

Bibliographic Details
Main Author: Barreiros,Marizeth L.
Publication Date: 2005
Other Authors: David,Jorge M., David,Juceni P.
Format: Article
Language: por
Source: Química Nova (Online)
Download full: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422005000600022
Summary: This review reports the determination of absolute configuration of primary and secondary alcohols by ¹H NMR spectroscopy, using the Mosher method. This method consists in the derivatization of an alcohol possessig unknown absolute configuration with one or both enantiomers of an auxiliary reagent. The resulting diastereoisomer spectra are registered and compared, and the chemical shift differences (<FONT FACE=Symbol>Dd</FONT>R,S = deltaR - deltaS) are measured. The determination of the absolute configuration of the alcohol molecule is based on the correlation between its chiral center and the auxiliary reagent's chiral center. Therefore, the determination of the absolute configuration depends on aromatic ring shielding effects on the substituents of the alcohol as evidenced by the ¹H NMR spectrum.
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spelling Utilização de RMN de ¹H na determinação da configuração absoluta de álcooisabsolute configurationalcoholsMosher's reagentThis review reports the determination of absolute configuration of primary and secondary alcohols by ¹H NMR spectroscopy, using the Mosher method. This method consists in the derivatization of an alcohol possessig unknown absolute configuration with one or both enantiomers of an auxiliary reagent. The resulting diastereoisomer spectra are registered and compared, and the chemical shift differences (<FONT FACE=Symbol>Dd</FONT>R,S = deltaR - deltaS) are measured. The determination of the absolute configuration of the alcohol molecule is based on the correlation between its chiral center and the auxiliary reagent's chiral center. Therefore, the determination of the absolute configuration depends on aromatic ring shielding effects on the substituents of the alcohol as evidenced by the ¹H NMR spectrum.Sociedade Brasileira de Química2005-12-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422005000600022Química Nova v.28 n.6 2005reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0100-40422005000600022info:eu-repo/semantics/openAccessBarreiros,Marizeth L.David,Jorge M.David,Juceni P.por2005-12-12T00:00:00Zoai:scielo:S0100-40422005000600022Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2005-12-12T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Utilização de RMN de ¹H na determinação da configuração absoluta de álcoois
title Utilização de RMN de ¹H na determinação da configuração absoluta de álcoois
spellingShingle Utilização de RMN de ¹H na determinação da configuração absoluta de álcoois
Barreiros,Marizeth L.
absolute configuration
alcohols
Mosher's reagent
title_short Utilização de RMN de ¹H na determinação da configuração absoluta de álcoois
title_full Utilização de RMN de ¹H na determinação da configuração absoluta de álcoois
title_fullStr Utilização de RMN de ¹H na determinação da configuração absoluta de álcoois
title_full_unstemmed Utilização de RMN de ¹H na determinação da configuração absoluta de álcoois
title_sort Utilização de RMN de ¹H na determinação da configuração absoluta de álcoois
author Barreiros,Marizeth L.
author_facet Barreiros,Marizeth L.
David,Jorge M.
David,Juceni P.
author_role author
author2 David,Jorge M.
David,Juceni P.
author2_role author
author
dc.contributor.author.fl_str_mv Barreiros,Marizeth L.
David,Jorge M.
David,Juceni P.
dc.subject.por.fl_str_mv absolute configuration
alcohols
Mosher's reagent
topic absolute configuration
alcohols
Mosher's reagent
description This review reports the determination of absolute configuration of primary and secondary alcohols by ¹H NMR spectroscopy, using the Mosher method. This method consists in the derivatization of an alcohol possessig unknown absolute configuration with one or both enantiomers of an auxiliary reagent. The resulting diastereoisomer spectra are registered and compared, and the chemical shift differences (<FONT FACE=Symbol>Dd</FONT>R,S = deltaR - deltaS) are measured. The determination of the absolute configuration of the alcohol molecule is based on the correlation between its chiral center and the auxiliary reagent's chiral center. Therefore, the determination of the absolute configuration depends on aromatic ring shielding effects on the substituents of the alcohol as evidenced by the ¹H NMR spectrum.
publishDate 2005
dc.date.none.fl_str_mv 2005-12-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422005000600022
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422005000600022
dc.language.iso.fl_str_mv por
language por
dc.relation.none.fl_str_mv 10.1590/S0100-40422005000600022
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Química Nova v.28 n.6 2005
reponame:Química Nova (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Química Nova (Online)
collection Química Nova (Online)
repository.name.fl_str_mv Química Nova (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv quimicanova@sbq.org.br
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