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A Ruthenium‐Based Catalytic System for a Mild Borrowing‐Hydrogen Process
Author(s) -
Jumde Varsha R.,
Gonsalvi Luca,
Guerriero Antonella,
Peruzzini Maurizio,
Taddei Maurizio
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201403636
Subject(s) - chemistry , catalysis , ruthenium , tandem , hydrogen , stoichiometry , alkylation , transfer hydrogenation , base (topology) , primary (astronomy) , combinatorial chemistry , organic chemistry , mathematical analysis , materials science , physics , mathematics , astronomy , composite material
The alkylation of arylamines using stoichiometric amounts of aliphatic and benzylic alcohols in the presence of t BuOK was carried out at 55 °C using a low catalyst loading of [Ru(cod)Cl 2 ] n /PTA (1,3,5‐triaza‐7‐phosphaadamantane). The overall borrowing‐hydrogen process does not require a controlled nitrogen atmosphere, and it could also be carried out at room temperature using higher loading of base. A wide range of substrates can be used in this transformation, and it has a good tolerance of different substituents. This catalytic system proved also to be efficient for other hydrogen‐transfer reactions such as a tandem oxidation/C–C coupling between 1‐phenylethanol and primary alcohols.