Unusual Mechanistic Course of Some NHC-Mediated Transesterifications

Luca Pignataro; Teresa Papalia; Alexandra M. Z. Slawin; Stephen M. Goldup

doi:10.1021/ol900257t

Unusual Mechanistic Course of Some NHC-Mediated Transesterifications

Luca Pignataro, Teresa Papalia, Alexandra M. Z. Slawin, Stephen M. Goldup

Research output: Contribution to journal › Article › peer-review

Abstract

During experiments on the transesterification of vinyl benzoate with ethanol mediated by IPr and IMes, unexpected species were observed and characterized that call into question the accepted mechanism of the NHC-mediated transesterification of vinyl esters.

Original language	English
Pages (from-to)	1643-1646
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	7
DOIs	https://doi.org/10.1021/ol900257t
Publication status	Published - 2 Apr 2009

Keywords

N-HETEROCYCLIC CARBENES
NUCLEOPHILIC CARBENES
CATALYSTS
ORGANOCATALYSIS
ALCOHOLS
ESTERS
GENERATION
ACYLATION

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10.1021/ol900257t

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title = "Unusual Mechanistic Course of Some NHC-Mediated Transesterifications",

abstract = "During experiments on the transesterification of vinyl benzoate with ethanol mediated by IPr and IMes, unexpected species were observed and characterized that call into question the accepted mechanism of the NHC-mediated transesterification of vinyl esters.",

keywords = "N-HETEROCYCLIC CARBENES, NUCLEOPHILIC CARBENES, CATALYSTS, ORGANOCATALYSIS, ALCOHOLS, ESTERS, GENERATION, ACYLATION",

author = "Luca Pignataro and Teresa Papalia and Slawin, {Alexandra M. Z.} and Goldup, {Stephen M.}",

year = "2009",

month = apr,

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doi = "10.1021/ol900257t",

language = "English",

volume = "11",

pages = "1643--1646",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society (ACS)",

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T1 - Unusual Mechanistic Course of Some NHC-Mediated Transesterifications

AU - Pignataro, Luca

AU - Papalia, Teresa

AU - Slawin, Alexandra M. Z.

AU - Goldup, Stephen M.

PY - 2009/4/2

Y1 - 2009/4/2

N2 - During experiments on the transesterification of vinyl benzoate with ethanol mediated by IPr and IMes, unexpected species were observed and characterized that call into question the accepted mechanism of the NHC-mediated transesterification of vinyl esters.

AB - During experiments on the transesterification of vinyl benzoate with ethanol mediated by IPr and IMes, unexpected species were observed and characterized that call into question the accepted mechanism of the NHC-mediated transesterification of vinyl esters.

KW - N-HETEROCYCLIC CARBENES

KW - NUCLEOPHILIC CARBENES

KW - CATALYSTS

KW - ORGANOCATALYSIS

KW - ALCOHOLS

KW - ESTERS

KW - GENERATION

KW - ACYLATION

U2 - 10.1021/ol900257t

DO - 10.1021/ol900257t

M3 - Article

SN - 1523-7060

VL - 11

SP - 1643

EP - 1646

JO - Organic Letters

JF - Organic Letters

IS - 7

ER -

Unusual Mechanistic Course of Some NHC-Mediated Transesterifications

Abstract

Keywords

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