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Ruthenium‐Catalyzed Secondary Amine Formation Studied by Density Functional Theory
Author(s) -
Hückmann Lukas,
ÁlvarezBarcia Sonia,
Fuhrer Marina,
Plietker Bernd,
Kästner Johannes
Publication year - 2021
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.202001588
Subject(s) - ruthenium , hydride , catalysis , chemistry , amine gas treating , combinatorial chemistry , ligand (biochemistry) , substrate (aquarium) , density functional theory , photochemistry , hydrogen , organic chemistry , computational chemistry , biochemistry , oceanography , receptor , geology
Amines are a ubiquitous class of compounds found in a variety of functional organic building blocks. Within the past years, hydrogen autotransfer catalysis has evolved as a new concept for the synthesis of amines. A through understanding of the mechanism of these reactions is necessary to design optimal catalysts. We investigate secondary amine formation catalyzed by a NNNN(P)Ru‐complex and provide understanding on the three reaction steps involved. We find that the ligand has to open one coordination site in order to allow the formation of a metal hydride intermediate. In a second step, a condensation reaction, which could also happen uncatalyzed in solution, is significantly enhanced by the presence of the ruthenium complex. The back‐transfer of the hydride to the substrate in a third step regenerates the catalyst.