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Mechanistic Aspects of Formation of Chiral Ruthenium Hydride Complexes from 16‐Electron Ruthenium Amide Complexes and Formic Acid: Facile Reversible Decarboxylation and Carboxylation
Author(s) -
Koike Takashi,
Ikariya Takao
Publication year - 2004
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200303152
Subject(s) - chemistry , decarboxylation , carboxylation , formic acid , ruthenium , formate , amide , hydride , medicinal chemistry , photochemistry , bifunctional , metal , inorganic chemistry , organic chemistry , catalysis
The 16‐electron amide complex, Ru[( R,R )‐TsNCHPhCHPhNH](η 6 ‐ p ‐cymene) (Ts= p ‐toluenesulfonyl, Ph=C 6 H 5 ) readily reacts with formic acid to give the corresponding formate complex, which subsequently undergoes decarboxylation leading to the hydride complex with release of CO 2 . The reaction of this hydride complex with CO 2 under mild reaction conditions, a pressure of 10 atm and even at −78 °C, proceeds rapidly to give the corresponding formate complex almost quantitatively. Thus, the reversible decarboxylation and carboxylation takes place with or without the aid of a metal‐NH bifunctional effect of the Ru complexes.