2015
DOI: 10.1002/ange.201509650
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Tailor‐Made Ruthenium‐Triphos Catalysts for the Selective Homogeneous Hydrogenation of Lactams

Abstract: The development of at ailored tridentate ligand enabled the synthesis of am olecular ruthenium-triphos catalyst, eliminating dimerization as the major deactivation pathway.T he novel catalyst design showed strongly increased performance and facilitated the hydrogenation of highly challenging lactam substrates with unprecedented activity and selectivity.Catalytic hydrogenation using molecular catalysts based on defined organometallic complexes has been advanced to be an essential tool for the chemical synthesis… Show more

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Cited by 29 publications
(7 citation statements)
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“…The hydrogenation of 3h to azepane proceeded under much milder conditions ( P H2 = 2 MPa), compared with a very recent example in which catalytic (triphos)Ru derivatives were used ( P H2 = ca. 10 MPa) 14 . Although 3h and inter - h might be in an equilibrium even under H 2 40 , the net reaction would proceed via either one of (or both of) the following two pathways involving the same reaction intermediate, N , O -hemiacetal inter - h , which undergoes (Fig.…”
Section: Resultsmentioning
confidence: 99%
“…The hydrogenation of 3h to azepane proceeded under much milder conditions ( P H2 = 2 MPa), compared with a very recent example in which catalytic (triphos)Ru derivatives were used ( P H2 = ca. 10 MPa) 14 . Although 3h and inter - h might be in an equilibrium even under H 2 40 , the net reaction would proceed via either one of (or both of) the following two pathways involving the same reaction intermediate, N , O -hemiacetal inter - h , which undergoes (Fig.…”
Section: Resultsmentioning
confidence: 99%
“…3d) 60 . This novel complex, in combination with MSA as additive, showed enhanced activity in lactam hydrogenations (at 160°C and 100 bar of H 2 ) to the corresponding cyclic amines 60 . In the same year, our group presented the combination of [Ru(acac) 3 /Triphos/Yb(OTf) 3 ] as an improved catalyst system for the deoxygenative hydrogenation of >25 amides under milder conditions (150°C and 5 bar of H 2 ) ( Fig.…”
Section: Development Of Homogeneous Catalystsmentioning
confidence: 99%
“…In 2016, to understand the peculiar ligand behavior, Klankermayer and co-workers synthetized the related well-defined complex [Ru(Triphos-xyl)(tmm)] featuring a 3,5-dimethylphenyl-substituted Triphos ligand (Fig. 3d ) 60 . This novel complex, in combination with MSA as additive, showed enhanced activity in lactam hydrogenations (at 160 °C and 100 bar of H 2 ) to the corresponding cyclic amines 60 .…”
Section: Development Of Homogeneous Catalystsmentioning
confidence: 99%
“…10 Moreover, 1 is a valuable precursor for the total synthesis of different natural products [11][12][13][14] and is frequently employed in the development of chemical methodologies. [15][16][17] Additionally, several bioactive compounds are valerolactam derivatives. [18][19][20][21][22] Only recently, the biotechnological production of valerolactam (1) 23 and a lactam biosensor 24 have been introduced.…”
Section: Introductionmentioning
confidence: 99%