76154-06-8Relevant academic research and scientific papers
Ruthenium N-Heterocyclic Carbene Complexes for Chemoselective Reduction of Imines and Reductive Amination of Aldehydes and Ketones
Kathuria, Lakshay,Samuelson, Ashoka G.
supporting information, (2020/06/17)
Chemoselective reduction of imines to secondary amines is catalyzed efficiently by tethered and untethered, half-sandwich ruthenium N-heterocyclic carbene (NHC) complexes at room temperature. The untethered Ru-NHC complexes are more efficient as catalysts for the reduction of aldimines and ketimines than the tethered complexes. Using the best untethered complex as a catalyst, electronic and steric demands on the reaction was probed using a series of imines. Chemoselectivity of the catalyst towards imine reduction was tested by performing inter and intramolecular competitive reactions in a variety of ways. The catalyst exhibits a very high TON and TOF under anaerobic conditions.
Decrypting Transition States by Light: Photoisomerization as a Mechanistic Tool in Br?nsted Acid Catalysis
Renzi, Polyssena,Hioe, Johnny,Gschwind, Ruth M.
, p. 6752 - 6760 (2017/05/29)
Despite the wide applicability of enantioselective Br?nsted acid catalysis, experimental insight into transition states is very rare, and most of the mechanistic knowledge is gained by theoretical calculations. Here, we present an alternative approach (de
Well-defined chiral spiro iridium/phosphine-oxazoline cationic complexes for highly enantioselective hydrogenation of imines at ambient pressure
Zhu, Shou-Fei,Xie, Jian-Bo,Zhang, Yong-Zhen,Li, Shen,Zhou, Qi-Lin
, p. 12886 - 12891 (2008/02/05)
New chiral phosphine-oxazoline ligands (7, SIPHOX) with a rigid and bulky spirobiindane scaffold were synthesized, starting with optically pure 7-diphenylphosphino-7′-trifluoromethanesulfonyloxyl-1,1′- spirobiindane, in four steps in 40-64% overall yield.
Supramolecular catalysis of Strecker reaction in water under neutral conditions in the presence of β-cyclodextrin
Surendra,Srilakshmi Krishnaveni,Mahesh,Rama Rao
, p. 2532 - 2534 (2007/10/03)
An environmentally benign and highly efficient procedure for the nucleophilic addition of trimethylsilyl cyanide to imines (Strecker reaction) has been developed under biomimetic conditions in water in the presence of β-cyclodextrin to afford α-aminonitriles in quantitative yields. The use of cyclodextrin precludes the use of either acid or base, and the catalyst can be recycled a number of times without loss in activity.
L-piperazine-2-carboxylic acid derived N-formamide as a highly enantioselective Lewis basic catalyst for hydrosilylation of N-aryl imines with an unprecedented substrate profile
Wang, Zhouyu,Cheng, Mounuo,Wu, Pengcheng,Wei, Siyu,Sun, Jian
, p. 3045 - 3048 (2007/10/03)
L-Piperazine-2-carboxylic acid derived N-formamides have been developed as highly enantioselective Lewis basic catalysts for the hydrosilylation of N-aryl imines with trichlorosilane. The arene sulfonyl group on N4 was found to be critical for the high en
Heterogeneous intermolecular hydroamination of terminal alkynes with aromatic amines
Shanbhag, Ganapati V.,Kumbar, Suresh M.,Joseph, Trissa,Halligudi, Shivappa B.
, p. 141 - 143 (2007/10/03)
Heterogeneous intermolecular hydroamination of alkynes with aromatic amines using inexpensive transition metal-exchanged clay catalysts was investigated. Reaction of terminal alkynes with aromatic amines gave higher yields of imines.
Ti(NMe2)4-catalyzed Markovnikov hydroamination of alkynes in the presence of N-heterocyclic carbenes and LiN(SiMe3)2
Takaki, Ken,Koizumi, Sadayuki,Yamamoto, Yuta,Komeyama, Kimihiro
, p. 7335 - 7337 (2007/10/03)
Intermolecular hydroamination of alkynes catalyzed by Ti(NMe2)4 was much improved with N-heterocyclic carbenes and LiN(SiMe3)2, by which high Markovnikov selectivity was attained for the coupling of nearly all a
Oxidative rearrangement of ketimines to amides by MCPBA and BF3·OEt2
Kim, So Yeon,An, Gwang-Il,Rhee, Hakjune
, p. 112 - 114 (2007/10/03)
Several amides were obtained by an efficient method from the corresponding alkyl aryl ketimines in high yields. Ketimines are readily prepared from the corresponding ketones. This procedure involves the oxidation of alkyl aryl ketimines with MCPBA with BF3·OEt2. In this reaction, only aryl group of alkyl aryl ketimines was migrated to the electron deficient nitrogen atom.
The Reaction of Arylidenemalonodinitriles with 1-Arylethylideneaminobenzenes. A New Synthesis of 5'-Amino-1,1':3',1''-terphenyl-2',6'-dicarbonitriles
Milart, Piotr,Sepiol, Janusz
, p. 371 - 376 (2007/10/02)
The reaction of arylidenemalonodinitriles with a variety of acetophenone anils leading to 5'-amino-1,1':3',1''-terphenyl-2',6'-dicarbonitriles has been investigated.The mechanism of the exchange reaction between arylidenemalonodinitriles and 1-arylethylid
