| Title: | "Fast Addition of s-Block Organometallic Reagents to CO(2) -Derived Cyclic Carbonates at Room Temperature, Under Air, and in 2-Methyltetrahydrofuran" |
| Author(s): | Elorriaga D; Cruz-Martinez F; Rodriguez-Alvarez MJ; Lara-Sanchez A; Castro-Osma JA; Garcia-Alvarez J; |
| Address: | "Departamento de Quimica Inorganica, Organica y Bioquimica-Centro de Innovacion en Quimica Avanzada (ORFEO-CINQA), Facultad de Ciencias y Tecnologias Quimicas, Universidad de Castilla-La Mancha, 13071, Ciudad Real, Spain. Laboratorio de Compuestos Organometalicos y Catalisis (Unidad Asociada al CSIC), Departamento de Quimica Organica e Inorganica, (IUQOEM), Centro de Innovacion en Quimica Avanzada (ORFEO-CINQA), Facultad de Quimica, Universidad de Oviedo, 33071, Oviedo, Spain. Departamento de Quimica Inorganica, Organica y Bioquimica-Centro de Innovacion en Quimica Avanzada (ORFEO-CINQA), Facultad de Farmacia, Universidad de Castilla-La Mancha, 02071, Albacete, Spain" |
| ISSN/ISBN: | 1864-564X (Electronic) 1864-5631 (Linking) |
| Abstract: | "Fast addition of highly polar organometallic reagents (RMgX/RLi) to cyclic carbonates (derived from CO(2) as a sustainable C1 synthon) has been studied in 2-methyltetrahydrofuran as a green reaction medium or in the absence of external volatile organic solvents, at room temperature, and in the presence of air/moisture. These reaction conditions are generally forbidden with these highly reactive main-group organometallic compounds. The correct stoichiometry and nature of the polar organometallic alkylating or arylating reagent allows straightforward synthesis of: highly substituted tertiary alcohols, beta-hydroxy esters, or symmetric ketones, working always under air and at room temperature. Finally, an unprecedented one-pot/two-step hybrid protocol is developed through combination of an Al-catalyzed cycloaddition of CO(2) and propylene oxide with the concomitant fast addition of RLi reagents to the in situ and transiently formed cyclic carbonate, thus allowing indirect conversion of CO(2) into the desired highly substituted tertiary alcohols without need for isolation or purification of any reaction intermediates" |
| Keywords: | Co2 Grignard reagents cyclic carbonates green chemistry organolithium compounds; |
| Notes: | "PubMed-not-MEDLINEElorriaga, David de la Cruz-Martinez, Felipe Rodriguez-Alvarez, Maria Jesus Lara-Sanchez, Agustin Castro-Osma, Jose Antonio Garcia-Alvarez, Joaquin eng CTQ2016-75986-P/Spanish MINECO/ CTQ2016-81797-REDC/Spanish MINECO/ RED2018-102387-T/Spanish MINECO/ PhosAgro/UNESCO/IUPAC/ SBPLY/19/180501/000137/European Regional Development Fund/ CTQ2017-84131-R/MINECO/ CTQ2016-81797-REDC/MINECO/ RED2018-102387-T/MINECO/ FPU15/01772/Ministerio de Educacion, Cultura y Deporte (MECD)/ Germany 2021/03/06 ChemSusChem. 2021 May 6; 14(9):2084-2092. doi: 10.1002/cssc.202100262. Epub 2021 Mar 23" |
