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
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
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