898282-29-6Relevant academic research and scientific papers
Iodine-mediated 1,2-aryl migration of primary benzhydryl amines
Chang, Junbiao,Du, Yangxu,Hao, Wei,Hou, Jiao,Lu, Qing,Yu, Wenquan
supporting information, p. 16223 - 16226 (2021/09/22)
An iodine-mediated 1,2-aryl migration reaction of primary benzhydryl amines under transition metal-free conditions has been achieved. The crude imines generated by this rearrangement reaction can be directly transformed into various aromatic secondary ami
Construction of Stable Metal–Organic Framework Platforms Embedding N-Heterocyclic Carbene Metal Complexes for Selective Catalysis
Kim, Hyunyong,Kim, Hyunseok,Kim, Kimoon,Lee, Eunsung
supporting information, p. 18687 - 18697 (2021/12/17)
We report a bottom-up approach to immobilize catalysts into MOFs, including copper halides and gold chloride in a predictable manner. Interestingly, the structures of MOFs bearing NHC metal complexes maintained a similar 4-fold interpenetrated cube. They
Decrypting Transition States by Light: Photoisomerization as a Mechanistic Tool in Br?nsted Acid Catalysis
Renzi, Polyssena,Hioe, Johnny,Gschwind, Ruth M.
supporting information, 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
A Frustrated Lewis Pair Catalyzed Asymmetric Transfer Hydrogenation of Imines Using Ammonia Borane
Li, Songlei,Li, Gen,Meng, Wei,Du, Haifeng
supporting information, p. 12956 - 12962 (2016/10/13)
Inspired by the zwitterion species generated from the splitting of H2 by frustrated Lewis pairs, we put forward a novel frustrated Lewis pair by the combination of Hδ and Hδ incorporated Lewis acid and base together. Piers
Comparison of the 13C (C=N) chemical shifts of substituted N-(phenyl-ethylene)-anilines and substituted N-(benzylidene)-anilines
Cao, Zhongzhong,Cao, Chaotun,Cao, Chenzhong
, p. 564 - 569 (2015/08/03)
Comparison of 13C NMR of C=N bond chemical shifts δC(C=N) in substituted N-(phenyl-ethylene)-anilines XArC(Me)=NArY (XPEAYs) with that in substituted N-(benzylidene)-anilines XArCH=NArY (XBAYs) was carried out. The δC(C=N)
L-Pipecolinic acid derived Lewis base organocatalyst for asymmetric reduction of N-aryl imines by trichlorosilane: Effects of the side amide group on catalytic performances
Wang, Zhouyu,Wang, Chao,Zhou, Li,Sun, Jian
, p. 787 - 797 (2013/02/25)
A series of N-formamides derived from pipecolinic acid have been synthesized and tested as Lewis base catalysts for the enantioselective reduction of N-aryl imines by trichlorosilane. Through the investigation of the structure-efficacy relationship between the side amide group and catalytic performance, several highly effective catalysts were discovered. In particular, arylamido-type catalyst 5i and non-arylamido-type catalyst 6c exhibited high reactivity and enantioselectivity, furnishing the reduction of a wide variety of N-aryl imines with high isolated yields (up to 98%) and ee values (up to 96%) under mild conditions. Moreover, these two catalysts complement each other in terms of their tolerances to nonaromatic ketimines and non-methyl ketimines. The Royal Society of Chemistry 2013.
Highly efficient asymmetric-axle-supported N-O amides in enantioselective hydrosilylation of ketimines with trichlorosilane
Pan, Wei,Deng, Yu,He, Jiang-Bo,Bai, Bing,Zhu, Hua-Jie
, p. 7253 - 7257 (2013/08/23)
A novel asymmetric-axle-supported chiral N-O amide was synthesized and used in catalytic enantioselective hydrosilylation of N-aryl ketimines with HSiCl3 at room temperature instead of the typical -20°C. High conversion yield and high enantiose
Room temperature tandem hydroamination and hydrosilation/protodesilation catalysis by a tricarbonylchromium-bound iridacycle
Iali, Wissam,Paglia, Frederic La,Pfeffer, Michel,Djukic, Jean-Pierre,Goff, Xavier-Frederic Le,Sredojevic, Dusan
supporting information, p. 10310 - 10312,3 (2012/12/11)
A chromiumtricarbonyl-bound iridacycle displays novel catalytic virtues for the conversion of terminal aromatic alkynes into racemic N-phenyl, 1-arylethylamines by tandem hydro-amination and hydrosilation/protodesilation reactions under mild "one pot" con
Rhenium-catalyzed diastereoselective synthesis of aminoindanes via the insertion of allenes into a C-H bond
Kuninobu, Yoichiro,Yu, Peng,Takai, Kazuhiko
supporting information; experimental part, p. 4274 - 4276 (2010/11/24)
Figure Presented. Aminoindane derivatives were synthesized diastereoselectively by the treatment of aromatic imines with allenes in the presence of a catalytic amount of a rhenium complex, [HRe(CO)4] n. The allenes inserted into the
1,1′-Binaphthyldiamine-based lewis bases as readily available and efficient grganocatalysts for the reduction of N-Aryl and N-Alkyl ketimines
Guizzett, Stefania,Benaglia, Maurizio,Celentano, Giuseppe
experimental part, p. 3683 - 3687 (2009/12/03)
The development of simple, low-cost, efficient, and sustainable routes to enantiomerically pure amines is a topic of extraordinary interest, specially in view of future industrial applications. In this context, we wish to report a chemical and stereochemical efficient synthesis of chiral amines through the Lewis base activated trichlorosilane reduction of ketimines. An organocatalyst, easily prepared in a single step through the condensation of picolinic acid and commercially available 1,1′-binaphthyldiamine, is the key element of this metal-free methodology, that allowed the synthesis of chiral secondary and primary amines in high yields and stereose-lectivity. Noteworthy, such catalysts are able to promote the reduction of N-alkyl ketimines, often in quantitative yield and up to 87% enantioselectivity; it: is worth mentioning that for such transformations only one other organocatalytic system has been reported so far.
