Author, as appears in the article.: Maria Biosca; Mercè Coll; Florian Lagarde; Emma Brémond; Lucie Routaboul; Eric Manoury; Oscar Pàmies; Rinaldo Poli; Montserrat Diéguez

Department: Química Física i Inorgànica

URV's Author/s: BIOSCA BRULL, MARIA; COLL SERRAHIMA, MARIA MERCÈ; Florian Lagarde; Emma Brémond; Lucie Routaboul; Eric Manoury; PAMIES OLLÉ, OSCAR; Rinaldo Poli; DIÉGUEZ FERNÁNDEZ, MONTSERRAT

Keywords: iridium hydrogenation P-S ligands

Abstract: A family of 12 modular ferrocenyl planar chiral phosphine-thioethers (P,S) has been studied in the asymmetric hydrogenation ofminimally functionalized alkenes. These ligands differ by the substituent on sulfur or by the linker between the ferrocene moiety and the sulfur atom (no linker, methylene or methyl substituted methylene linker bearing an additional element of chirality). The cationic iridium(cod) complexes of the different P,S ligands have been efficiently synthesized. For the majority of the ligands, coordination yielded only a single diastereoisomer with full control of the absolute configuration on sulfur. The different iridium complexes have been used in the hydrogenation of various di, tri, and tetrasubstituted minimally functionalized olefins. Conversions and enantioselectivities are highly dependent on the ligand and substrate structure. Full conversions and low-to-excellent enantioselectivities could be obtained (maximum ee from 14 to 94% for 1,1-disubsituted alkenes, from 17 to 99% for trisubstituted olefins, and 34% for the tetrasubstituted alkene)

Research group: Organometàl.lics i Catàlisi Homogènia

Thematic Areas: Química Química Chemistry

licence for use: https://creativecommons.org/licenses/by/3.0/es/

ISSN: 0040-4020

Author identifier: n/a; n/a; n/a; n/a; n/a; n/a; 0000-0002-2352-8508; 0000-0002-5220-2515; 0000-0002-8450-0656

Record's date: 2017-02-22

Last page: 2631

Journal volume: 72

Papper version: info:eu-repo/semantics/publishedVersion

Link to the original source: https://www.sciencedirect.com/science/article/abs/pii/S0040402015001027?via%3Dihub

Article's DOI: 10.1016/j.tet.2015.01.047

Entity: Universitat Rovira i Virgili

Journal publication year: 2015

First page: 2623

Publication Type: Post-print