1283160-96-2Relevant academic research and scientific papers
Efficient and selective hydrogenation of C-O bonds with a simple sodium formate catalyzed by nickel
Xi, Xiaoxiang,Chen, Tieqiao,Zhang, Ji-Shu,Han, Li-Biao
, p. 1521 - 1524 (2018)
A Ni-catalyzed hydrogenation of C-O compounds with sodium formate is developed. Various esters, i.e. aryl, alkenyl, benzyl pivalates, and even the aryl ethers, were efficiently reduced with a loading of nickel catalysts down to 0.5 mol%. Reactive functional groups such as C-C double bonds, carbonyl, CN, MeS and halogen groups are tolerable. This reaction can be used for the modification of complex molecules and carried out at a large scale.
Nickel(0)-catalyzed heck cross-coupling via activation of aryl C-OPiv bonds
Ehle, Andrew R.,Zhou, Qi,Watson, Mary P.
supporting information; experimental part, p. 1202 - 1205 (2012/05/04)
Using a Ni(dppf) catalyst generated in situ, Heck cross-coupling of aryl pivalates with a variety of olefin partners has been accomplished. This method represents one of the first examples of a C-C cross-coupling via activation of a strong C-O bond with a
P-Hydroxyphenacyl photoremovable protecting groups Robust photochemistry despite substituent diversity
Givens, Richard S.,Stensrud, Kenneth,Conrad, Peter G.,Yousef, Abraham L.,Perera, Chamani,Senadheera, Sanjeewa N.,Heger, Dominik,Wirz, Jakob
experimental part, p. 364 - 384 (2011/06/22)
A broadly based investigation of the effects of a diverse array of substituents on the photochemical rearrangement of p-hydroxyphenacyl esters has demonstrated that common substituents such as F, MeO, CN, CO2R, CONH2, and CH3 have little effect on the rate and quantum efficiencies for the photo-Favorskii rearrangement and the release of the acid leaving group or on the lifetimes of the reactive triplet state. A decrease in the quantum yields across all substituents was observed for the release and rearrangement when the photolyses were carried out in buffered aqueous media at pHs that exceeded the ground-state pKa of the chromophore where the conjugate base is the predominant form. Otherwise, substituents have only a very modest effect on the photoreaction of these robust chromophores.
Nickel-catalyzed reductive cleavage of aryl-oxygen bonds in alkoxy- and pivaloxyarenes using hydrosilanes as a mild reducing agent
Tobisu, Mamoru,Yamakawa, Ken,Shimasaki, Toshiaki,Chatani, Naoto
supporting information; experimental part, p. 2946 - 2948 (2011/04/24)
A nickel-catalyzed reductive deoxygenation of aryl alkyl ethers and aryl pivalates has been developed. Hydrosilanes serve as a mild reducing agent. The present protocol allows the use of a pivalate group as a robust and traceless steering group in arene functionalization reactions. The Royal Society of Chemistry.
