384333-94-2

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 147-85-3 L-proline 
• 141874-26-2 N-Boc-(S)-proline chloride 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 
• 384333-93-1 N,N'-bis[(S)-N-benzyloxycarbonylprolyl]phenylenediamine 

Downstream Products

• 384333-97-5 N,N'-bis{[(S)-N-benzyl-pyrrolidin-2-yl]methyl}phenylenediamine 
• 384333-95-3 N,N'-bis{[(S)-pyrrolidin-2-yl]methyl}-1,2-phenylenediamine 
• 384333-96-4 N,N'-bis[2(S)-2-pyrrolidinylmethyl]phenylenediamine 

Relevant academic research and scientific papers

Ring-closing metathesis approach for the synthesis of optically active l-proline-based macrocycles

Chiral macrocyclic compounds find many interesting applications in supramolecular chemistry, such as in chiral discrimination and chiral catalysis. In this study, the synthesis of novel optically active macrocyclic compounds based on l-proline is reported

Hydrosilylation of ketones catalyzed by C2-symmetric proline-derived complexes

Extracoordinate chiral hydrosilanes were generated in situ from triethoxysilane and a C2-symmetric ligand derived from bisproline 7. In the presence of a catalytic amount of ligand 7, prochiral ketones were reduced in moderate yield with modera

C2-symmetric proline-derived tetraamine as highly effective catalyst for direct asymmetric Michael addition of ketones to chalcones

A C2-symmetric tetraamine catalyst was developed for the asymmetric Michael addition of ketones to chalcones. The corresponding adducts 1,5-dicarbonyl compounds were obtained in good chemical yields with high levels of diastereo- and enantioselectivities (up to >99:1 dr and 93% ee) under mild conditions. By studying the ESI-MS of the intermediates, a proposed mechanism was disclosed.

Chiral bisformamides as effective organocatalysts for the asymmetric one-pot, three-component strecker reaction

(Chemical Equation Presented) C2-symmetric chiral bisformamides have been shown to catalyze the asymmetric one-pot, three-component Strecker reaction, which produced the α-amino nitriles in excellent yields (up to 99%) with good enantioselectiv

Bisprolinediamides with the binaphthyl backbone as organocatalysts for the direct asymmetric aldol reaction

A series of L-prolineamides derived from various aromatic diamines including 1,1′-binaphthyl-2,2′-diamine, were prepared in good yields. They were evaluated as catalysts for the direct asymmetric aldol reaction. The presence of the binaphthyl and proline

Enantioselective cyanosilylation of ketones catalyzed by a nitrogen-containing bifunctional catalyst

An efficient and optically active, bifunctional tetraaza ligand (2S)-N-{(1R,2R)-2-[(S)-pyrrolidine-2-carboxamido]-1,2-diphenylethyl} pyrrolidine-2-carboxamide has been developed for the addition of trimethylsilyl cyanide (TMSCN) to ketones. The bifunctional catalyst system based on a monometallic titanium complex was found to be a highly enantioselective catalyst to provide O-TMS cyanohydrins with up to 94% ee. A possible transition state has been proposed to explain the origin of the activation and asymmetric inductivity.

Nickel(II) complexes with amide ligands: Oxidative dehydrogenation of the amines in a tetradentate diamide-diamine ligand

Four complexes were prepared by the reaction of Ni(II) with three pyrrolidine based diamide-diamine ligands. The two amine groups in the ligand N,N′-bis(S-prolyl)-1,2-ethanediamine (S,S-bprolenH2) were oxidatively dehydrogenated during the prep

Synthesis of Rh(I) and Ir(I) complexes with chiral C2-multitopic ligands: Structural and catalytic properties

Four multitopic ligands, N,N′-bis[(S)-prolyl)phenylenediamine, N,N′-bis{[(S)-pyrrolidin-2-yl]methyl}phenylenediamine, N,N′-bis[(S)-N-benzylprolyl]phenylenediamine, N,N′-bis{[(S)-N-benzyl-pyrrolidin-2-yl]methyl}phenylenediamine, were synthesised and their co-ordination properties with Rh(I) and Ir(I) studied. The complexes were prepared by the reaction of [MCl(cod)]2 with AgPF6 and further treatment with the ligand. All ligands form one to one [ML] species with the above metal ions. The structures of these complexes were elucidated by analytical and spectroscopic data (elemental analysis, mass spectroscopy, IR, 1H- and 13C-NMR). Complexes show excellent activities and enantioselectivities up to 30% for the hydrogenation of prochiral olefins under mild reaction conditions.