z-logo
Premium
Microwave‐Assisted Transfer Hydrogenation of Ketones by Ru(xantphos) Arene Complexes
Author(s) -
Marimuthu Thashree,
Friedrich Holger B.
Publication year - 2012
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201200306
Subject(s) - xantphos , acetophenone , chemistry , catalysis , transfer hydrogenation , benzophenone , medicinal chemistry , microwave irradiation , yield (engineering) , organometallic chemistry , organic chemistry , ruthenium , palladium , materials science , metallurgy
A Ru‐catalyzed hydrogen transfer from 2‐propanol to acetophenone in the presence of the strong base KO t Bu afforded 1‐phenyl alcohol in >99 % yield within 5 min under microwave irradiation; no reaction occurred in the absence of the base. A series of catalysts was then prepared in situ from [RuCl 2 ‐η 6 ‐ p ‐cymene] 2 and xantphos family ligands, which were characterized by having natural bite angles ranging from 102.2 to 137.9°. The Ru(xantphos)arene catalyst was used for various substrates to give yields and turnover frequencies between 48 and 99 % and between ≥1431 and 2982 h −1 , respectively, for acetophenone derivatives and >99 % and ≥2982 h −1 for sterically bulky ketones (benzophenone, 9 H ‐fluoren‐9‐one, and α‐tetralone).

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom