88198-68-9Relevant academic research and scientific papers
Chiral Chromium Salen@rGO as Multipurpose and Recyclable Heterogeneous Catalyst
Abd El Sater, Mariam,Mellah, Mohamed,Dragoe, Diana,Kolodziej, Emilie,Jaber, Nada,Schulz, Emmanuelle
supporting information, p. 9454 - 9460 (2021/05/26)
The first immobilization of a pyrene-tagged chromium salen complex through π-π noncovalent interactions on reduced graphene oxide (rGO) is described. A very robust supported catalytic system is obtained to promote asymmetric catalysis in repeated cycles, without loss of activity or enantioselectivity. This specific behavior was demonstrated in two different catalytic reactions (up to ten reuses) promoted by chromium salen complexes, the cyclohexene oxide ring-opening reaction and the hetero-Diels-Alder cycloaddition between various aldehydes and Danishefsky's diene. Furthermore, the chiral chromium salen@rGO has been found to be compatible with a multi-substrate type use, in which the structure of the substrate involved is modified each time the catalyst is reused.
Catalytic asymmetric oxo-Diels-Alder reactions with chiral atropisomeric biphenyl diols
Yeung, Chi-Tung,Chan, Wesley Ting Kwok,Lo, Wai-Sum,Law, Ga-Lai,Wong, Wing-Tak
supporting information, p. 955 - 962 (2019/06/08)
New chiral atropisomeric biphenyl diols 3, 4 and 6 containing additional peripheral chiral centers with different steric bulkiness and/or electronic properties were synthesized. The X-ray crystal structure of 3 shows the formation of a supramolecular stru
Enantiopure (P)- and (M)-3,14-bis(o-hydroxyaryl)tetrahydrobenzo[5]helicenediols and their helicene analogues: Synthesis, amplified circularly polarized luminescence and catalytic activity in asymmetric hetero-Diels–Alder reactions
Fang, Lei,Li, Meng,Lin, Wei-Bin,Chen, Chuan-Feng
, p. 7164 - 7172 (2018/11/23)
Three pairs of enantiopure (P)- and (M)-3,14-bis(o-hydroxyaryl)tetrahydrobenzo[5]helicenediols (ArOH-H[5]HOLs), and enantiomers (P)- and (M)-3,14-bis(o-hydroxyphenyl)benzo[5]helicene-diols (PhOH-[5]HOLs) were designed and synthesized. It was found that co
C3-Symmetric Boron Lewis Acid with a Cage-Shape for Chiral Molecular Recognition and Asymmetric Catalysis
Konishi, Akihito,Nakaoka, Koichi,Maruyama, Hikaru,Nakajima, Hideto,Eguchi, Tomohiro,Baba, Akio,Yasuda, Makoto
supporting information, p. 1273 - 1277 (2017/02/05)
Chiral Lewis acids play an important role in the precise construction of various types of chiral molecules. Here, a cage-shaped borate 2 was designed and synthesized as a chiral Lewis acid that possesses a unique C3-symmetric structure composed of three homochiral binaphthyl moieties. The highly symmetrical structure of 2 with homochirality was clearly elucidated by X-ray crystallographic analysis. The peculiar chiral environment of 2?THF exhibited chiral recognition of some simple amines and a sulfoxide. Moreover, the application of 2?THF to hetero-Diels–Alder reactions as a chiral Lewis-acid catalyst afforded the enantioselective products, which were obtained through an entropy-controlled pathway according to the analysis of the relationship between optical yield and reaction temperature. In particular, the robust chiral reaction field of 2?THF allowed the first example of an asymmetric hetero-Diels–Alder reaction with a simple diene despite the requirement of high temperature.
A Family of Chiral Ferrocenyl Diols: Modular Synthesis, Solid-State Characterization, and Application in Asymmetric Organocatalysis
Nottingham, Chris,Müller-Bunz, Helge,Guiry, Patrick J.
supporting information, p. 11115 - 11119 (2016/10/13)
Readily available chiral diol scaffolds are useful as sources of chirality for asymmetric synthesis, however, few such scaffolds are readily available in enantiopure form. Reported herein is a cheap and modular synthesis of a novel family of chiral ferroc
A Cr(salen)-based metal-organic framework as a versatile catalyst for efficient asymmetric transformations
Xia, Qingchun,Liu, Yan,Li, Zijian,Gong, Wei,Cui, Yong
supporting information, p. 13167 - 13170 (2016/11/09)
A porous Cr(salen)-MOF can serve as an efficient and effective heterogeneous catalyst for a series of important asymmetric transformations including the Nazarov cyclization, aminolysis reaction, and Diels-Alder and hetero Diels-Alder reactions, resulting
Silica-based helical rod supporting guanosine compounds catalyzed asymmetric hetero-Diels-Alder reaction
Li, Le,Zhang, Guangbin,Huang, Benhua,Ren, Lin,Zheng, Aqun,Zhang, Junjie,Sun, Yang
, p. 6 - 11 (2015/02/19)
A series of silica-based helical rods were prepared and functionalized for immobilization of guanosine compounds in catalytic asymmetric hetero-Diels-Alder reaction. Nitrogen physisorption, electron microscopy and amino acid adsorption revealed that helic
Highly asymmetric hetero-Diels-Alder reaction using helical silica-supported Mn(III)-salen catalysts
Li, Le,Li, Yu,Pang, Di,Liu, Fei,Zheng, Aqun,Zhang, Guangbin,Sun, Yang
, p. 8096 - 8103 (2015/12/30)
Helical silica were prepared and functionalized by Mn(III)-salen complexes in order to catalyze asymmetric hetero-Diels-Alder reactions. Characterizations revealed doping of sodium lactate facilitated porosity, hydrolysis resistance and chiral configurati
Trans-selective rhodium catalysed conjugate addition of organoboron reagents to dihydropyranones
Edwards, Hannah J.,Goggins, Sean,Frost, Christopher G.
, p. 6153 - 6166 (2015/05/13)
The selective synthesis of 2,6-trans-tetrahydropyran derivatives employing the rhodium catalysed addition of organoboron reagents to dihydropyranone templates, derived from a zinc-catalysed hetero-Diels-Alder reaction, is reported. The addition of both arylboronic acids and potassium alkenyltrifluoroborates have been accomplished in high yields using commercially-available [Rh(cod)(OH)]2 catalyst. The selective formation of the 2,6-trans-tetrahydropyran stereoisomer is consistent with a mechanism involving alkene association and carbometalation on the less hindered face of the dihydropyranone.
Comparison of a molecular and an immobilized gadolinium(III)-tris[(1R,4S)- 3-heptafluorobutanoyl-camphor] as catalyst in the asymmetric Danishefsky-hetero-Diels-Alder-Reaction
Stockinger, Skrollan,Trapp, Oliver
, p. 243 - 248 (2014/04/17)
On-column reaction gas chromatography combines the power of separation and rapid analysis of reactants and reaction products with screening of reactions in a single step. Not only conversions but the reaction rates at various temperatures can be obtained
