About: Arylethyne Bromoboration-Negishi Coupling Route to E- or Z-Aryl-Substituted Trisubstituted Alkenes of >= 98% Isomeric Purity. New Horizon in the Highly Selective Synthesis of Trisubstituted Alkenes

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About: Arylethyne Bromoboration-Negishi Coupling Route to E- or Z-Aryl-Substituted Trisubstituted Alkenes of >= 98% Isomeric Purity. New Horizon in the Highly Selective Synthesis of Trisubstituted Alkenes Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	The hitherto unprecedented palladium-catalyzed cross-coupling of (Z)-beta-bromo-beta-arylethenylboranes can be made to proceed satisfactorily through (1) the use of highly catalytically active bis(tri-tert-butylphosphine)palladium or dichloro[N,N-bis-(2,6-diisopropylphenyl)imidazol-2-yl](m-chloropyridine)palladium and (2) conversion of the dibromoboryl group to the (pinacol)boryl group. Thus, a wide variety of carbon groups can be used to substitute bromine in >= 98% stereo- and regioselectivity, while suppressing the otherwise dominant beta-debromoboration. Together with the alkylethyne-based protocols, the alkyne bromoboration Negishi coupling tandem process has emerged as the most widely applicable and highly selective route to trisubstituted alkenes including those that are otherwise difficult to access. The hitherto unprecedented palladium-catalyzed cross-coupling of (Z)-beta-bromo-beta-arylethenylboranes can be made to proceed satisfactorily through (1) the use of highly catalytically active bis(tri-tert-butylphosphine)palladium or dichloro[N,N-bis-(2,6-diisopropylphenyl)imidazol-2-yl](m-chloropyridine)palladium and (2) conversion of the dibromoboryl group to the (pinacol)boryl group. Thus, a wide variety of carbon groups can be used to substitute bromine in >= 98% stereo- and regioselectivity, while suppressing the otherwise dominant beta-debromoboration. Together with the alkylethyne-based protocols, the alkyne bromoboration Negishi coupling tandem process has emerged as the most widely applicable and highly selective route to trisubstituted alkenes including those that are otherwise difficult to access. (en)
Title	Arylethyne Bromoboration-Negishi Coupling Route to E- or Z-Aryl-Substituted Trisubstituted Alkenes of >= 98% Isomeric Purity. New Horizon in the Highly Selective Synthesis of Trisubstituted Alkenes Arylethyne Bromoboration-Negishi Coupling Route to E- or Z-Aryl-Substituted Trisubstituted Alkenes of >= 98% Isomeric Purity. New Horizon in the Highly Selective Synthesis of Trisubstituted Alkenes (en)
skos:prefLabel	Arylethyne Bromoboration-Negishi Coupling Route to E- or Z-Aryl-Substituted Trisubstituted Alkenes of >= 98% Isomeric Purity. New Horizon in the Highly Selective Synthesis of Trisubstituted Alkenes Arylethyne Bromoboration-Negishi Coupling Route to E- or Z-Aryl-Substituted Trisubstituted Alkenes of >= 98% Isomeric Purity. New Horizon in the Highly Selective Synthesis of Trisubstituted Alkenes (en)
skos:notation	RIV/60461373:22310/10:00023743!RIV11-MSM-22310___
http://linked.open...avai/riv/aktivita	Z
http://linked.open...avai/riv/aktivity	Z(MSM6046137301)
http://linked.open...iv/cisloPeriodika	4
http://linked.open...vai/riv/dodaniDat	2011
http://linked.open...aciTvurceVysledku	Tobrman, Tomáš
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Vysoká škola chemicko-technologická v Praze / Fakulta chemické technologie
http://linked.open...dnocenehoVysledku	247805
http://linked.open...ai/riv/idVysledku	RIV/60461373:22310/10:00023743
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	arylethyne bromoboration; bis(tri-tert-butylphosphine)palladium; (Z)-beta-bromo-beta-arylethenylboranes; dichloro[N,N-bis-(2,6-diisopropylphenyl)imidazol-2-yl](m-chloropyridine)palladium; Negishi coupling (en)
http://linked.open.../riv/klicoveSlovo	(Z)-beta-bromo-beta-arylethenylboranes 6-diisopropylphenyl)imidazol-2-yl](m-chloropyridine)palladium N-bis-(2 Negishi coupling arylethyne bromoboration bis(tri-tert-butylphosphine)palladium dichloro[N
http://linked.open...odStatuVydavatele	DE - Spolková republika Německo
http://linked.open...ontrolniKodProRIV	[221E139C49F5]
http://linked.open...i/riv/nazevZdroje	ADVANCED SYNTHESIS & CATALYSIS
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	4 (xsd:int)
http://linked.open...UplatneniVysledku	2010
http://linked.open...v/svazekPeriodika	352
http://linked.open...iv/tvurceVysledku	Tobrman, Tomáš Negishi, Ei-Ichi Wang, Chao Xu, Zhaoquing
http://linked.open...ain/vavai/riv/wos	000276052100006
http://linked.open...n/vavai/riv/zamer	Catalytic processes in chemistry and chemical technology
issn	1615-4150
number of pages	5 (xsd:int)
http://localhost/t...ganizacniJednotka	22310
is http://linked.open...avai/riv/vysledek of	Arylethyne Bromoboration-Negishi Coupling Route to E- or Z-Aryl-Substituted Trisubstituted Alkenes of >= 98% Isomeric Purity. New Horizon in the Highly Selective Synthesis of Trisubstituted Alkenes Arylethyne Bromoboration-Negishi Coupling Route to E- or Z-Aryl-Substituted Trisubstituted Alkenes of >= 98% Isomeric Purity. New Horizon in the Highly Selective Synthesis of Trisubstituted Alkenes Arylethyne Bromoboration-Negishi Coupling Route to E- or Z-Aryl-Substituted Trisubstituted Alkenes of >= 98% Isomeric Purity. New Horizon in the Highly Selective Synthesis of Trisubstituted Alkenes

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