{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Obradors C"],"funding":["Bristol-Myers Squibb","Amgen","Boehringer Ingelheim","Alfred P. Sloan Foundation","Donald E. and Delia B. Baxter Foundation","National Institute of General Medical Sciences","NIGMS NIH HHS","Eli Lilly and Company","Novartis"],"pagination":["4962-71"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC4858193"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["138(14)"],"pubmed_abstract":["We report the discovery of an outstanding reductant for metal-catalyzed radical hydrofunctionalization reactions. Observations of unexpected silane solvolysis distributions in the HAT-initiated hydrogenation of alkenes reveal that phenylsilane is not the kinetically preferred reductant in many of these transformations. Instead, isopropoxy(phenyl)silane forms under the reaction conditions, suggesting that alcohols function as important silane ligands to promote the formation of metal hydrides. Study of its reactivity showed that isopropoxy(phenyl)silane is an exceptionally efficient stoichiometric reductant, and it is now possible to significantly decrease catalyst loadings, lower reaction temperatures, broaden functional group tolerance, and use diverse, aprotic solvents in iron- and manga"],"journal":["Journal of the American Chemical Society"],"pubmed_title":["Ph(i-PrO)SiH2: An Exceptional Reductant for Metal-Catalyzed Hydrogen Atom Transfers."],"pmcid":["PMC4858193"],"funding_grant_id":["R01 GM104180","F31 GM111050","GM104180"],"pubmed_authors":["Martinez RM","Obradors C","Shenvi RA"],"additional_accession":[]},"is_claimable":false,"name":"Ph(i-PrO)SiH2: An Exceptional Reductant for Metal-Catalyzed Hydrogen Atom Transfers.","description":"We report the discovery of an outstanding reductant for metal-catalyzed radical hydrofunctionalization reactions. Observations of unexpected silane solvolysis distributions in the HAT-initiated hydrogenation of alkenes reveal that phenylsilane is not the kinetically preferred reductant in many of these transformations. Instead, isopropoxy(phenyl)silane forms under the reaction conditions, suggesting that alcohols function as important silane ligands to promote the formation of metal hydrides. Study of its reactivity showed that isopropoxy(phenyl)silane is an exceptionally efficient stoichiometric reductant, and it is now possible to significantly decrease catalyst loadings, lower reaction temperatures, broaden functional group tolerance, and use diverse, aprotic solvents in iron- and manga","dates":{"release":"2016-01-01T00:00:00Z","publication":"2016 Apr","modification":"2025-04-04T02:55:04.007Z","creation":"2019-03-27T02:13:08Z"},"accession":"S-EPMC4858193","cross_references":{"pubmed":["26984323"],"doi":["10.1021/jacs.6b02032"]}}