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2016
DOI: 10.1021/acscatal.6b00175
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Ruthenium-Catalyzed Amination of Secondary Alcohols Using Borrowing Hydrogen Methodology

Abstract: A new ruthenium complex catalyzes the amination of primary and secondary alcohols and the regioselective mono- and sequential diamination of diols via the borrowing hydrogen pathway. Several variations on new intra- and intermolecular cyclizations of aminoalcohols, diols and diamines lead to heterocyclic ring systems.

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Cited by 137 publications
(62 citation statements)
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References 79 publications
(34 reference statements)
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“…[1][2][3][4] The reductive amination method has gained increasing interest since it constitutes a green economy route for the synthesis of ethylene amines. [5][6][7][8][9][10][11][12][13][14] In the reductive amination process, ethylene amines are synthesized by contacting MEA and ammonia under hydrogen atmosphere in the presence of hydrogenation-dehydrogenation metal catalysts. The reaction pathways for the transformation of MEA to ethylene amines on a metal catalyst are postulated as follows: rstly, dehydrogenation of MEA to 2-aminoacetaldehyde; secondly, condensation with ammonia or an amine to form imine; lastly, hydrogenation of imine to amine.…”
Section: Introductionmentioning
confidence: 99%
“…[1][2][3][4] The reductive amination method has gained increasing interest since it constitutes a green economy route for the synthesis of ethylene amines. [5][6][7][8][9][10][11][12][13][14] In the reductive amination process, ethylene amines are synthesized by contacting MEA and ammonia under hydrogen atmosphere in the presence of hydrogenation-dehydrogenation metal catalysts. The reaction pathways for the transformation of MEA to ethylene amines on a metal catalyst are postulated as follows: rstly, dehydrogenation of MEA to 2-aminoacetaldehyde; secondly, condensation with ammonia or an amine to form imine; lastly, hydrogenation of imine to amine.…”
Section: Introductionmentioning
confidence: 99%
“…Recently, few Fe and Co, based complexes were also reported for the amine alkylation reaction. However, air and moisture sensitive phosphine based ligands were crucial for many of these homogeneous systems ,,,…”
Section: Introductionmentioning
confidence: 83%
“…In this context, of particular importance is the N-alkylation of amines with alcohols to synthesize structurally complex primary and/or secondary amine compounds, which represents one of the most straightforward, efficient and eco-friendly methodologies for amine synthesis. As a consequence, a number of homogeneous and heterogeneous metal catalysts (e.g., Pt [20,21], Pd [22], Ru [23][24][25][26][27][28][29], Ir [30][31][32][33][34], Au [35], Fe [36][37][38][39], Mn [40,41], and Co [42][43][44][45]) have been developed for such a reaction (Scheme 1a). Despite great and alcohols with high activity and selectivity via the borrowing hydrogen strategy remains challenging.…”
Section: Introductionmentioning
confidence: 99%