Top Picks: new discover of (S)-N,N-Dimethyl-1-ferrocenylethylamine

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Potential-driven chirality manifestations and impressive enantioselectivity by inherently chiral electroactive organic films

The typical design of chiral electroactive materials involves attaching chiral pendants to an electroactive polyconjugated backbone and generally results in modest chirality manifestations. Discussed herein are electroactive chiral poly-heterocycles, where chirality is not external to the electroactive backbone but inherent to it, and results from a torsion generated by the periodic presence of atropisomeric, conjugatively active biheteroaromatic scaffolds, (3,3-bithianaphthene). As the stereogenic element coincides with the electroactive one, films of impressive chiroptical activity and outstanding enantiodiscrimination properties are obtained. Moreover, chirality manifestations can be finely and reversibly tuned by the electric potential, as progressive injection of holes forces the two thianaphthene rings to co-planarize to favor delocalization. Such deformations, revealed by CD spectroelectrochemistry, are elastic and reversible, thus suggesting a breathing system. A jolt upon recognition: Torsion in the electroactive backbone endows poly-heterocycle films with high chiroptical activity, which is reversibly tunable by the electric potential, and outstanding enantiorecognition capability with about 100 mV between two enantiomeric ferrocenyl amino probes, in any order, in alternating sequences, and as a racemate.

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Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Application of 31886-57-4, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.31886-57-4, Name is (S)-N,N-Dimethyl-1-ferrocenylethylamine, molecular formula is C14H19FeN. In a Article£¬once mentioned of 31886-57-4

One-pot alpha-ferrocenylalkylation of amines and alcohols with alpha-ferrocenyl substituted alcohols under acid-free conditions

One-pot reaction of FcCH(R)OH with equimolar quantities of BunLi and EtOCOCl followed by an excess of amine produces N-(alpha-ferrocenylalkyl)amines in up to 98% yields. Nitrogen heteroaryl amines undergo the alpha-ferrocenylalkylation at the amino group. The alpha-ferrocenylalkylation of alcohols and phenols (R’OH) leads to a formation of ethers FcCH(R)OR? in lower yields. The reactions proceed via an intermediate formation of alpha-ferrocenylalkyl carbonates FcCH(R)OCOOEt. The side reactions associated with this protocol are discussed.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Reference of 31886-57-4, A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 31886-57-4, Name is (S)-N,N-Dimethyl-1-ferrocenylethylamine, molecular formula is C14H19FeN. In a Article£¬once mentioned of 31886-57-4

The synthesis of primary, secondary, and tertiary ferrocenylethylamines

A simplified procedure for the preparation of alpha-N,N-dialkylaminoethylferrocenes R2NR’ (r=Me, C6H11, CHMe2; R’=CH(CH3)C5H4FeC5H5) from the alcohol R’OH by treatment with HBr and R2NH is described.Use of ammonia results in the isolation of R’NH2, R’2NH (major product) and R’3N and use of the optically active amine d-(+)-H2NCH(CH3)C6H5 gives rise to diastereomers R’NHCH(CH3)C6H5 which are separable.When diphenylphosphine is substituted for an amine the oxide R’P(O)Ph2 is obtained in low yield.The secondary amine R’2NH reacts with n-butyllithium and chlorodiphenylphosphine to afford R’2NHPPh2.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Catalysts are substances that increase the reaction rate of a chemical reaction without being consumed in the process. 31886-57-4, Name is (S)-N,N-Dimethyl-1-ferrocenylethylamine, molecular formula is C14H19FeN, 31886-57-4, In a Article, authors is Oost£¬once mentioned of 31886-57-4

Synthesis of new derivatives of copper complexes of Josiphos family ligands for applications in asymmetric catalysis

A series of new copper complexes containing chiral ferrocenyl diphosphine ligands of the Josiphos family have been prepared. These complexes have been studied in the catalytic asymmetric 1,2-addition of Grignard reagents to enones and aromatic ketones. Variation of the electronic and steric properties of the ligand resulted in a positive effect in the regio- and enantioselectivity of Grignard reagents to alpha-H-substituted enones using the ligand in which tert-butyl substituents were introduced in the diarylphosphine moiety. The copper complexes were also successfully applied in the catalytic asymmetric conjugate addition of Grignard reagents to enoates. No increase of enantioselectivity was observed in the catalytic asymmetric addition of linear Grignard reagents, compared to that of the commercially available ligand rev-Josiphos. The Royal Society of Chemistry 2014.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis