142068-32-4Relevant academic research and scientific papers
Nickel-Catalyzed Asymmetric Hydrogenation of Hydrazones
Chen, Jianzhong,Hu, Yanhua,Li, Bowen,Liu, Dan,Zhang, Wanbin,Zhang, Zhenfeng
supporting information, p. 3421 - 3425 (2021/06/25)
An efficient nickel-catalyzed asymmetric hydrogenation of hydrazones to chiral hydrazines has been realized with up to 99 % yield and 99.4 : 0.6 er. Deuterium labelling experiments indicated that the hydrazone substrates undergo imine-enamine tautomerizat
Ruthenium-Catalyzed Enantioselective Hydrogenation of Hydrazones
Chen, Song,Dropinski, James F.,Li, Hongming,Schuster, Christopher H.,Shevlin, Michael
supporting information, p. 7562 - 7566 (2020/10/09)
Prochiral hydrazones undergo efficient and highly selective hydrogenation in the presence of a chiral diphosphine ruthenium catalyst, yielding enantioenriched hydrazine products (up to 99% ee). The mild reaction conditions and broad functional group tolerance of this method allow access to versatile chiral hydrazine building blocks containing aryl bromide, heteroaryl, alkyl, cycloalkyl, and ester substituents. This method was also demonstrated on >150 g scale, providing a valuable hydrazine intermediate en route to an active pharmaceutical ingredient.
Nickel-Catalyzed N-Alkylation of Acylhydrazines and Arylamines Using Alcohols and Enantioselective Examples
Yang, Peng,Zhang, Caili,Ma, Yu,Zhang, Caiyun,Li, Aijie,Tang, Bo,Zhou, Jianrong Steve
supporting information, p. 14702 - 14706 (2017/10/20)
A borrowing-hydrogen reaction between amines and alcohols is an atom-economic way to prepare alkylamines, ideally with water as the sole byproduct. Herein, nickel catalysts are used for direct N-alkylation of hydrazides and arylamines using racemic alcohols. Moreover, a nickel catalyst of (S)-binapine was used for an asymmetric N-alkylation of benzohydrazide with racemic benzylic alcohols.
RHODIUM CATALYST AND METHOD FOR PRODUCING AMINE COMPOUND
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Paragraph 0490, (2015/02/25)
[Problem] Provision of a superior rhodium catalyst and a production method of amine compound. [Solving Means] A rhodium complex coordinated with a compound represented by the formula
Nickel-catalyzed asymmetric transfer hydrogenation of hydrazones and other ketimines
Xu, Haiyan,Yang, Peng,Chuanprasit, Pratanphorn,Hirao, Hajime,Zhou, Jianrong
, p. 5112 - 5116 (2015/04/27)
We report the use of nickel catalysts for the catalytic transfer hydrogenation of hydrazones and other ketimines with formic acid. Strongly donating bisphosphines must be used to support the catalysts. As in enzymatic catalysis, attractive weak interactio
Novel phosphine ligands
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Page/Page column 24-25, (2010/11/27)
The invention is concerned with new phosphine ligands of the formula I wherein R1 and R2 are independently of each other alkyl, aryl, cycloalkyl or heteroaryl, said alkyl, aryl, cycloalkyl or heteroaryl may be substituted by alkyl, alkoxy, halogen, hydroxy, amino, mono- or dialkylamino, aryl, —SO2—R7, —SO3?, —CO—NR8R8′, carboxy, alkoxycarbonyl, trialkylsilyl, diarylalkylsilyl, dialkylarylsilyl or triarylsilyl; R3 is alkyl, cycloalkyl, aryl or heteroaryl; R4′ and R4 signify independently of each other hydrogen, alkyl or optionally substituted aryl; or R4′ and R4 together with the C-atom they are attached to form a 3-8-membered carbocyclic ring; dotted line is absent or is present and forms a double bond; R5 and R6 are independently of each other hydrogen, alkyl or aryl; or linked together to form a 3-8-membered carbocyclic ring or an aromatic ring; R7 is alkyl, aryl or NR8R8′; and R8 and R8′ are independently of each other hydrogen, alkyl or aryl; metal complexes with such ligands as well as the use of such metal complexes as catalysts in asymmetric reactions.
Chiral diphosphorus compounds and their transition metal complexes
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Page/Page column 18, (2008/06/13)
Chiral diphosphorus compounds (I) and their complexes with boranes are new. Chiral diphosphorus compounds of formula (I) and their complexes with boranes are new. *1-*3 : stereogenic C atom in R- or S- configuration; R 5>alkyl, arylalkyl or aryl; either R 1>-R 4>R 5> or 4-16C heterocyclic group; or R 1>+R 2> and/or R 3>+R 4>alkylene; R 6>R 5> or alkoxy; and n : 0-2. Independent claims are also included for the following: (1) phosphorus-containing cyclopentanol compounds of formula (IV); (2) phosphorus containing cyclopentane derivatives of formula (V) and (VI); (3) phosphorus containing cyclopentanol compounds of formula (VII) and their complexes with borane; (4) sulfur-containing cyclopentanol compounds of formula (IX); (5) the preparations of (I), (IV), (V), (VI), (VII) and (IX); (6) cyclopentanol compounds of formula (II); (7) transition metal complexes (C1) comprising (I); (8) catalysts (C2) comprising (C1); and (9) a method for preparing stereoisomerically enriched compounds in the presence of (C2). [Image] [Image].
Chiral diphosphinoditerpenes and their transition metals complexes
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Page/Page column 19, (2008/06/13)
Chiral diphosphinoterpene compounds (I) are new. Chiral diphosphinoterpene compounds of formula (I) are new. *2, *3 : stereogenically marked carbon in R- or S- configuration where the substitutents are arranged in cis form related to the connecting carbon
Chiral diphosphorus compounds and transition metal complexes thereof
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Page/Page column 10, (2008/06/13)
The present invention relates to chiral diphosphorus compounds and transition metal complexes thereof, to a process for preparing chiral diphosphorus compounds and oxides thereof, and transition metal complexes comprising the chiral diphosphorus compounds. In a further aspect, the invention relates to the use of the chiral diphosphorus compounds or transition metal complexes thereof in asymmetric syntheses.
New efficient synthesis of Taniaphos ligands: Application in ruthenium- and rhodium-catalyzed enantioselective hydrogenations
Tappe, Katja,Knochel, Paul
, p. 91 - 102 (2007/10/03)
A third generation of Taniaphos 1,5-diphosphine ferrocene ligands with the new and interesting (SFc,3S)- and (RFc,3R)-configurations has been prepared. With these ligands, the ruthenium-catalyzed hydrogenation of C=O bonds proceeded with high diastereo- and enantioselectivity (up to >99% de and 97% ee). Good results were also obtained for the rhodium-catalyzed hydrogenation of C=C (up to 96% ee) and C=N bonds (up to 65% ee).
