About: Gold-Gold Cooperation in the Addition of Methanol to Alkynes

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An Entity of Type : http://linked.opendata.cz/ontology/domain/vavai/Vysledek, within Data Space : linked.opendata.cz associated with source document(s)

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
rdfs:seeAlso	http://dx.doi.org/10.1002/anie.201204003
Description	The present %22gold-rush%22 in chemistry started in the nineties with a report of a gold-catalyzed addition of methanol to alkynes, which shook the conception of gold as an inert metal. Here, we present a mechanism of this reaction and demonstrate that actually two gold cations in cooperation activate the C-C triple bond and mediate the methanol addition, which results directly in formation of a diaurated intermediate. This reaction intermediate was detected by electrospray ionization mass spectrometry, labeling and infrared multiphoton dissociation spectroscopy, which clearly revealed the addition of the methoxy group to the C-C triple bond. The kinetics of the reaction was determined from NMR experiments. The experimental results are complemented by theoretical calculations, which provide an overall picture of the reaction mechanism. The present %22gold-rush%22 in chemistry started in the nineties with a report of a gold-catalyzed addition of methanol to alkynes, which shook the conception of gold as an inert metal. Here, we present a mechanism of this reaction and demonstrate that actually two gold cations in cooperation activate the C-C triple bond and mediate the methanol addition, which results directly in formation of a diaurated intermediate. This reaction intermediate was detected by electrospray ionization mass spectrometry, labeling and infrared multiphoton dissociation spectroscopy, which clearly revealed the addition of the methoxy group to the C-C triple bond. The kinetics of the reaction was determined from NMR experiments. The experimental results are complemented by theoretical calculations, which provide an overall picture of the reaction mechanism. (en)
Title	Gold-Gold Cooperation in the Addition of Methanol to Alkynes Gold-Gold Cooperation in the Addition of Methanol to Alkynes (en)
skos:prefLabel	Gold-Gold Cooperation in the Addition of Methanol to Alkynes Gold-Gold Cooperation in the Addition of Methanol to Alkynes (en)
skos:notation	RIV/00216208:11310/12:10128776!RIV13-GA0-11310___
http://linked.open...avai/predkladatel	Přírodovědecká fakulta
http://linked.open...avai/riv/aktivita	I P Z
http://linked.open...avai/riv/aktivity	I, P(GAP207/11/0338), Z(MSM0021620857)
http://linked.open...iv/cisloPeriodika	33
http://linked.open...vai/riv/dodaniDat	2013
http://linked.open...aciTvurceVysledku	Hybelbauerová, Simona Roithová, Jana Jašíková, Lucie Váňa, Jiří Janková, Štěpánka
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	Univerzita Karlova v Praze / Přírodovědecká fakulta
http://linked.open...dnocenehoVysledku	138281
http://linked.open...ai/riv/idVysledku	RIV/00216208:11310/12:10128776
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	reaction intermediates; kinetics; ion spectroscopy; gold catalysis; density functional calculations (en)
http://linked.open.../riv/klicoveSlovo	kinetics ion spectroscopy gold catalysis reaction intermediates density functional calculations
http://linked.open...odStatuVydavatele	GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV	[B5E509F039E5]
http://linked.open...i/riv/nazevZdroje	Angewandte Chemie - International Edition
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	5 (xsd:int)
http://linked.open...cetTvurcuVysledku	5 (xsd:int)
http://linked.open...vavai/riv/projekt	Reaction mechanisms in organometallic chemistry
http://linked.open...UplatneniVysledku	2012
http://linked.open...v/svazekPeriodika	51
http://linked.open...iv/tvurceVysledku	Hybelbauerová, Simona Váňa, Jiří Roithová, Jana Jašíková, Lucie Janková, Štěpánka
http://linked.open...ain/vavai/riv/wos	000307215900046
http://linked.open...n/vavai/riv/zamer	Nové molekulární systémy pro pokročilé aplikace prospěšné pro zdraví a šetrné k životnímu prostředí
issn	1433-7851
number of pages	5 (xsd:int)
http://bibframe.org/vocab/doi	10.1002/anie.201204003
http://localhost/t...ganizacniJednotka	11310
is http://linked.open...avai/riv/vysledek of	Gold-Gold Cooperation in the Addition of Methanol to Alkynes

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