10.1039/b710109k
The research focuses on the asymmetric synthesis of 1,2-disubstituted ferrocenylalkyl amines with the rare (SFc,S) configuration, which are valuable in asymmetric catalysis due to their rigidity, ease of derivatization, and planar chirality. The study aimed to develop a convenient method for synthesizing these compounds, which were previously challenging to obtain. The researchers achieved this through a sequential one-pot methodology starting from (S)-p-tolylsulfinylferrocene. Key chemicals used in the process include N,N-dimethyl-1-ferrocenylethylamine (Ugi’s amine), various electrophiles such as chlorodiphenylphosphine, and reagents like t-BuLi and LDA for the lithiation step. The conclusions of the research established a rapid and convergent methodology for the synthesis of enantiopure ferrocenyl derivatives with the unusual (SFc,S) configurations, which have potential applications in the preparation of chiral ligands for asymmetric catalysis. The study also highlighted the crucial influence of the N–H proton in the ligand.
10.1016/0008-6215(95)00256-1
The research aimed to explore the synthesis and conversion of carbohydrate-derived N-phosphinyl imines into amino sugars. The study was motivated by the potential synthetic applications of these imines, which were previously shown to have enhanced reactivity due to their electrophilic imine carbon. The researchers synthesized N-phosphinyl imines from carbohydrate oximes using chlorodiphenylphosphine and triethylamine, and then converted these imines into amino sugars through reduction with sodium borohydride. The process was found to be highly stereoselective, yielding specific configurations of amino sugars.
10.1016/j.tetasy.2006.01.021
The research aims to develop a new chiral bisphosphinite ligand, (R)-SpiroBIP, and investigate its effectiveness in the asymmetric hydrogenation of α-dehydroamino acid derivatives. The study demonstrates that the rhodium complex of (R)-SpiroBIP exhibits high enantioselectivity under mild conditions. In the research, chlorodiphenylphosphine plays a crucial role in the synthesis of the novel chiral bisphosphinite ligand (R)-SpiroBIP. Specifically, it is used in the final step of the ligand's synthesis to introduce the phosphinite groups onto the spirobiindane backbone. The reaction involves the reaction of (1R,2R,10R)-2,20-spirobiindane-1,10-diol (?)-6A with chlorodiphenylphosphine in the presence of DMAP (4-dimethylaminopyridine) and triethylamine as a base. This step is essential for converting the diol into the desired phosphinite ligand, (R)-SpiroBIP, which is then used to form the rhodium complex for asymmetric hydrogenation. The study concludes that (R)-SpiroBIP is a promising ligand for asymmetric hydrogenation, offering moderate to good enantioselectivities and ease of preparation from inexpensive raw materials. Future work will explore further applications of this ligand in other catalytic asymmetric reactions.
10.1021/ic50010a006
The research focuses on the synthesis and characterization of various phosphinocarboranes and related compounds. Key chemicals involved in the research include carborane, dilithiocarborane, chlorophosphines (such as diphenylchlorophosphine and phenyldichlorophosphine), ammonia, sodium azide, and phosphorus trichloride. The study explores reactions between dilithiocarborane and different chlorophosphines to form bis-phosphino carboranes, followed by further reactions with ammonia and sodium azide to produce cyclic compounds with unique ring structures containing phosphorus and carborane moieties. The research also investigates the formation of dimeric and oligomeric compounds through reactions with various reagents, aiming to understand the stability and reactivity of these novel compounds.
10.1021/om900925b
The research focuses on the synthesis, coordination chemistry, and catalytic properties of the first 1,2-bis(diphenylphosphino)-1,2-diphenylhydrazine (PNNP) ligand and its complexes with Ni(II), Pd(II), and Pt(II). The ligand was synthesized by reacting chlorodiphenylphosphine with dilithiohydrazobenzene, and its complexes were formed by treating the ligand with NiCl2(DME), PdCl2(PhCN)2, and PtCl2(COD). The molecular structures of the ligand and its complexes were determined using X-ray diffraction. The catalytic activity of the ligand and its Ni(II) complex was evaluated in the oligo- and polymerization of ethylene using methylaluminoxane (MAO) and triethylaluminium (TEA) as cocatalysts. The experiments involved the preparation of the ligand and its complexes, followed by their application in catalytic reactions under controlled conditions. The products were analyzed using techniques such as gas chromatography, NMR spectroscopy, and melting point measurements.
10.1021/om00106a027
The research focuses on the synthesis and reactions of tungsten-iron heterobimetallic complexes. The study involves the preparation of organometallic cyclopentadienyl-substituted phosphines, which are used to synthesize heterobimetallic compounds. Key chemicals used in the research include cyclopentadienyliron dicarbonylmethyl (1), cyclopentadienyltungsten tricarbonylmethyl (2), and chlorodiphenylphosphine. The researchers also utilized various reagents such as sec-butyllithium for lithiation, trimethylamine N-oxide for ligand substitution, and sodium borohydride for reduction reactions. The study explores the interactions and transformations of these complexes, including the formation of heterobimetallic cations and anions, and investigates their potential for unique transformations of organic substrates. The research also includes the determination of the X-ray structures of some of the synthesized compounds to understand their geometric configurations and interactions between the metal centers.
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