125153-07-3Relevant academic research and scientific papers
Catalytic Generation and Use of Ketyl Radical from Unactivated Aliphatic Carbonyl Compounds
Seo, Hyowon,Jamison, Timothy F.
supporting information, p. 10159 - 10163 (2019/12/24)
Generation of a ketyl radical from unactivated aliphatic carbonyl compounds is an important strategy in organic synthesis. Herein, catalytic generation and use of a ketyl radical for the reductive coupling of aliphatic carbonyl compounds and styrenes by organic photoredox catalysis is described. The method is applicable to both aliphatic ketones and aldehydes to afford the corresponding tertiary and secondary alcohols in continuous flow and batch. Preliminary mechanistic investigation suggests the catalytic formation of a ketyl radical intermediate.
Tripyrrolidinophosphoric acid triamide as an activator in samarium diiodide reductions
McDonald, Chriss E.,Ramsey, Jeremy D.,Sampsell, David G.,Butler, Julie A.,Cecchini, Michael R.
supporting information; experimental part, p. 5178 - 5181 (2011/02/27)
The electrochemical and spectrophotometric characterization of the complex formed from samarium diiodide and 4 equiv of tripyrrolidinophosphoric acid triamide (TPPA) is presented. Kinetic studies indicate that the SmI 2/TPPA complex possesses reactivity greater than the complex formed between samarium diiodide and 4 equiv of HMPA. Examples of the use of SmI 2/TPPA in synthesis are presented.
Characterization of the complex formed between samarium diiodide and the dehydro dimer of HMPA (diHMPA)
McDonald, Chriss E.,Ramsey, Jeremy D.,Grant, James A.,Howerter, Kelly A.
scheme or table, p. 5308 - 5310 (2009/12/06)
A new ligand that facilitates samarium diiodide-mediated reductions has been developed. Addition of a solution of samarium diiodide to the dehydro dimer of hexamethylphosphoramide results in a purple complex which is an excellent reductant for a variety of organic functionalities. The complex was characterized by the kinetics of reduction of 1-bromodecane, visible spectroscopy, and cyclic voltammetry.
AN EFFICIENT INTERMOLECULAR CARBON-CARBON BOND FORMATION VIA SmI2-PROMOTED ANION RADICAL ALKYLATION
Ujikawa, Osamu,Inanaga, Junji,Yamaguchi, Masaru
, p. 2837 - 2840 (2007/10/02)
Anion radicals generated from the corresponding ketones with the efficient one electron transfer system, SmI2-THF-HMPA, attacked a variety of activated olefins at room temperature affording the corresponding addition products in good to excellent yields,
