330626-38-5Relevant academic research and scientific papers
Silver(I)-Catalyzed Addition of Phenols to Alkyne Cobalt Cluster Stabilized Carbocations
Valderas, Carolina,Casarrubios, Luis,Lledos, Agusti,Ortu?o, Manuel A.,de la Torre, María C.,Sierra, Miguel A.
supporting information, p. 9015 - 9023 (2016/07/06)
A smooth catalytic method to use phenols as the nucleophilic partner in the Nicholas reaction has been developed. The method uses either AgIor AuIcatalysts with AgClO4or AgBF4as the most efficient catalysts tested. Neither additional additives nor cocatalysts were required and the formation of the corresponding phenol adducts occurred in excellent yields. The process has the single limitation of the inability of less nucleophilic phenols (4-nitrophenol) to generate the corresponding adducts. Additionally, the reaction is highly diastereoselective. DFT calculations allow a catalytic cycle to be proposed that involves trimetallic intermediates; the rate-determining step of the reaction is hydroxy-group elimination in a cobalt–silver trimetallic intermediate.
Diastereoselective synthesis of chiral clusters from the reaction of chiral (propargyl alcohol)Co2(CO)6 with triphenylphosphine
Bradley, David H.,Khan, Masood A.,Nicholas, Kenneth M.
, p. 554 - 556 (2008/10/08)
Dicobalt hexacarbonyl complexes of chiral (racemic) propargylic alcohols 1 react with PPh3 to form the diastereomeric complexes [R1C≡CCH(OH)R2]Co2-(CO) 5PPh3 (2) with diastereomeric excesse
DEOXYGENATION OF ACETYLENIC CARBINOLS. REDUCTION OF COBALT CARBONYL ADDUCTS WITH BORANE-METHYL SULFIDE AND TRIFLUOROACETIC ACID
McComsey, David F.,Reitz, Allen B.,Maryanoff, Cynthia A.,Maryanoff, Bruce E.
, p. 1535 - 1550 (2007/10/02)
Diverse acetylenic carbinols were deoxygenated in 35-85percent yield by reduction of their dicobalt hexacarbonyl complexes with borane-methyl sulfide and trifluoroacetic acid.
