1126-93-8Relevant articles and documents
La[N(SiMe3)2]3-Catalyzed Hydroboration of Esters and Other Challenging Unsaturated Groups
Kang, Zihan,Xu, Xiaojuan,Xue, Mingqiang,Yan, Dandan
, p. 1142 - 1146 (2019)
The commercially available homoleptic lanthanum amide La[N(SiMe3)2]3 (LaNTMS) is reported to enable the hydroboration of esters using pinacolborane (HBpin) as the reducing agent. A wide range of substrates inclu
Palladium on carbon as an efficient, durable and economical catalyst for the alcoholysis of B2pin2
Li, Ning,Liu, Xiang,Meng, Xu,Shen, Jialu,Zhou, Junjie
, (2021)
Hydrogen has attracted much attention as one of the most promising chemical fuel candidates because of its zero emission during consumption. In order to solve the freezing problem of water based hydrolysis process, herein, the Pd/C as an efficient and stable catalyst for the methanolysis, ethanolysis, propanolysis and butanolysis of B2pin2 for the generation of hydrogen has been first developed. The large kinetic isotope effect (KIE) of kH/kD = 5.0, D2 formation from CD3OD and in situ tandem reaction have confirmed that alcohol is the only hydrogen source. Interestingly, the order of Ea of these alcohols in H2 evolution is MeOH (methanol, 29.57 kJ/mol) nBuOH (n-butanol, 41.98 kJ/mol), which is consistent with the known order of acidities of these alcohols (MeOH > EtOH > PrOH > nBuOH).
Super hydride catalyzed ester and isocyanate hydroboration
Behera, Bedabyas,Ding, Yi,Du, Zonggang,Kumar, Arun
, (2021)
Commercially available, eco-friendly lithium triethylborohydride (LiHBEt3, Super hydride) was shown to be an excellent catalyst for the solvent-free hydroboration of esters using pinacolborane at ambient reaction conditions. This was achieved w
N-Heterocyclic Carbene-Phosphinidenide Complexes as Hydroboration Catalysts
Bhattacharjee, Jayeeta,Bockfeld, Dirk,Tamm, Matthias
supporting information, p. 1098 - 1109 (2022/01/27)
The reactions of the N-heterocyclic carbene-phosphinidene adducts (NHC)PSiMe3 and (NHC)PH with the dinuclear ruthenium and osmium complexes [(η6-p-cymene)MCl2]2 (M = Ru, Os) afforded the half-sandwich complexes
Hydroboration of nitriles, esters, and amides catalyzed by simple neosilyllithium
Bandyopadhyay, Ayan,Bhattacharjee, Jayeeta,Kumar Singh, Saurabh,Kumari, Kusum,Moorthy, Shruti,Panda, Tarun K.,Sai Kumar, Gobbilla
supporting information, (2022/03/31)
We present here an efficient method for the hydroboration of organic nitriles, carboxylic esters, and carboxamides with pinacolborane (HBpin) using an alkali metal catalyst, neosilyllithium (LiCH2SiMe3), in neat reaction conditions. The reactions were accomplished with efficient catalytic reactivity and demonstrated by neosilyllithium at room temperature, in solvent-free condition, to afford a high yield of the corresponding N-boryl amines, boryl ethers, and amine hydrochlorides. The protocol for the catalytic reaction presented in this paper is simple and efficient, with diverse substrate scope for nitriles, carboxylic esters, and carboxamides showing excellent functional group tolerance. DLPNO-CCSD(T) calculations were also performed, showing that the hydroboration of nitriles catalyzed by neosilyllithium occurs through the pre-coordination of the nitrile at Lewis acid lithium followed by hydride migration from the B–H entity.