73738-25-7Relevant academic research and scientific papers
Iridium-catalyzed dehydrogenative decarbonylation of primary alcohols with the liberation of syngas
Olsen, Esben P. K.,Madsen, Robert
supporting information, p. 16023 - 16029 (2013/02/22)
A new iridium-catalyzed reaction in which molecular hydrogen and carbon monoxide are cleaved from primary alcohols in the absence of any stoichiometric additives has been developed. The dehydrogenative decarbonylation was achieved with a catalyst generated in situ from [Ir(coe)2Cl]2 (coe=cyclooctene) and racemic 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (rac-BINAP) in a mesitylene solution saturated with water. A catalytic amount of lithium chloride was also added to improve the catalyst turnover. The reaction has been applied to a variety of primary alcohols and gives rise to products in good to excellent yields. Ethers, esters, imides, and aryl halides are stable under the reaction conditions, whereas olefins are partially saturated. The reaction is believed to proceed by two consecutive organometallic transformations that are catalyzed by the same iridium(I)-BINAP species. First, dehydrogenation of the primary alcohol to the corresponding aldehyde takes place, which is then followed by decarbonylation to the product with one less carbon atom.
Deracemisation of β-hydroxy esters using immobilised whole cells of Candida parapsilosis ATCC 7330: substrate specificity and mechanistic investigation
Padhi, Santosh Kumar,Titu,Pandian, N. Ganesh,Chadha, Anju
, p. 5133 - 5140 (2007/10/03)
Deracemisation of aryl substituted β-hydroxy esters by immobilised whole cells of Candida parapsilosis ATCC 7330 gave >99% ee and up to 75% yield of their corresponding (S)-enantiomers. Mechanistic investigation of the deracemisation reaction carried out using a deuterated substrate, ethyl 3-deutero-3-hydroxy-3-phenyl propanoate revealed that while the (S)-enantiomer remains unreacted the (R)-enantiomer undergoes enantioselective oxidation to its corresponding ketoester, which on complementary enantiospecific reduction gives the (S)-enantiomer in high yield and % ee.
Potent mechanism-based inhibition of the TEM-1 β-lactamase by novel N-sulfonyloxy β-lactams
Bulychev, Alexey,O'Brien, Michael E.,Massova, Irina,Teng, Min,Gibson, Tracy A.,Miller, Marvin J.,Mobashery, Shahriar
, p. 5938 - 5943 (2007/10/02)
A novel class of N-sulfonyloxy β-lactam molecules are described as potent mechanism-based inactivators for the bacterial TEM-1 β-lactamase, a prototypic class A enzyme. These molecules inactivate the enzyme with k(inact)/K(i) values in the range of 1-7 x
