Gold-Gold Cooperation in the Addition of Methanol to Alkynes

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F12%3A10128776" target="_blank" >RIV/00216208:11310/12:10128776 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1002/anie.201204003" target="_blank" >http://dx.doi.org/10.1002/anie.201204003</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/anie.201204003" target="_blank" >10.1002/anie.201204003</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Gold-Gold Cooperation in the Addition of Methanol to Alkynes

Popis výsledku v původním jazyce

The present "gold-rush" 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.

Název v anglickém jazyce

Gold-Gold Cooperation in the Addition of Methanol to Alkynes

Popis výsledku anglicky

The present "gold-rush" 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.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

<a href="/cs/project/GAP207%2F11%2F0338" target="_blank" >GAP207/11/0338: Reakční mechanismy v organometalické chemii</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>Z - Vyzkumny zamer (s odkazem do CEZ)<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2012

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Angewandte Chemie - International Edition

ISSN

1433-7851

e-ISSN

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Svazek periodika

51

Číslo periodika v rámci svazku

33

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

5

Strana od-do

8378-8382

Kód UT WoS článku

000307215900046

EID výsledku v databázi Scopus

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