Low-Pressure Hydrogenation of Nitriles to Primary Amines Catalyzed by Ruthenium Pincer Complexes. Scope and mechanism

ChemCatChem ◽  
2017 ◽  
Vol 9 (4) ◽  
pp. 559-563 ◽  
Author(s):  
Arup Mukherjee ◽  
Dipankar Srimani ◽  
Yehoshoa Ben-David ◽  
David Milstein
2016 ◽  
Vol 6 (13) ◽  
pp. 4768-4772 ◽  
Author(s):  
S. Lange ◽  
S. Elangovan ◽  
C. Cordes ◽  
A. Spannenberg ◽  
H. Jiao ◽  
...  

The selective catalytic hydrogenation of nitriles to primary amines with the well-defined Fe(PNPCy) pincer complex 2 is reported.


2019 ◽  
Vol 9 (8) ◽  
pp. 1779-1783 ◽  
Author(s):  
Jacob Schneekönig ◽  
Bianca Tannert ◽  
Helen Hornke ◽  
Matthias Beller ◽  
Kathrin Junge

An efficient cobalt pincer type complex catalyzes the hydrogenation of nitriles to amines under mild conditions with high yields.


2014 ◽  
Vol 4 (3) ◽  
pp. 629 ◽  
Author(s):  
Marcelo Vilches-Herrera ◽  
Svenja Werkmeister ◽  
Kathrin Junge ◽  
Armin Börner ◽  
Matthias Beller

2015 ◽  
Vol 137 (28) ◽  
pp. 8888-8891 ◽  
Author(s):  
Arup Mukherjee ◽  
Dipankar Srimani ◽  
Subrata Chakraborty ◽  
Yehoshoa Ben-David ◽  
David Milstein

2007 ◽  
Vol 72 (4) ◽  
pp. 468-474 ◽  
Author(s):  
Peter T. Witte

Nitriles are converted to primary amines with high selectivity using a newly developed alumina-supported rhodium catalyst. The high selectivity is obtained without any additives, which are often used to prevent the formation of higher amines. The catalyst is active under mild conditions in various solvents, which makes it specifically suitable for use in pharmaceutical applications or for other substrates that can react with additives like strong acids or bases.


2016 ◽  
Vol 52 (9) ◽  
pp. 1812-1815 ◽  
Author(s):  
Subrata Chakraborty ◽  
Gregory Leitus ◽  
David Milstein

A novel complex based on earth-abundant iron, and its application in the catalytic homogeneous hydrogenation of (hetero)aromatic, benzylic, and aliphatic nitriles to selectively form primary amines is discovered.


ChemInform ◽  
2010 ◽  
Vol 30 (44) ◽  
pp. no-no
Author(s):  
T. A. Zerina ◽  
A. A. Michri ◽  
T. L. Antonova ◽  
A. G. Pshenichnikov

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Zhibo Liu ◽  
Fei Huang ◽  
Mi Peng ◽  
Yunlei Chen ◽  
Xiangbin Cai ◽  
...  

AbstractThe product selectivity in catalytic hydrogenation of nitriles is strongly correlated with the structure of the catalyst. In this work, two types of atomically dispersed Pd species stabilized on the defect-rich nanodiamond-graphene (ND@G) hybrid support: single Pd atoms (Pd1/ND@G) and fully exposed Pd clusters with average three Pd atoms (Pdn/ND@G), were fabricated. The two catalysts show distinct difference in the catalytic transfer hydrogenation of nitriles. The Pd1/ND@G catalyst preferentially generates secondary amines (Turnover frequency (TOF@333 K 709 h−1, selectivity >98%), while the Pdn/ND@G catalyst exhibits high selectivity towards primary amines (TOF@313 K 543 h−1, selectivity >98%) under mild reaction conditions. Detailed characterizations and density functional theory (DFT) calculations show that the structure of atomically dispersed Pd catalysts governs the dissociative adsorption pattern of H2 and also the hydrogenation pathway of the benzylideneimine (BI) intermediate, resulting in different product selectivity over Pd1/ND@G and Pdn/ND@G, respectively. The structure-performance relationship established over atomically dispersed Pd catalysts provides valuable insights for designing catalysts with tunable selectivity.


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