74286-14-9

Upstream product

• 1079-66-9 chloro-diphenylphosphine 
• 74286-48-9 (S)-1-diphenylphosphino-2-dimethylaminomethyl-3-(trimethylsilyl)ferrocene 

Downstream Products

• 407626-15-7 2-(acetoxymethyl)-1,1'-bis(diphenylphosphino)ferrocene 
• 1242240-36-3 rac-1-diethoxyphosphanyl-2-N,N-dimethylaminomethyl-3,1'-bis(diphenylphosphanyl)ferrocene 
• 1242240-35-2 rac-1-dichlorophosphanyl-2-N,N-dimethylaminomethyl-3,1'-bis(diphenylphosphanyl)ferrocene 

Relevant academic research and scientific papers

Synthesis of 1,1′,2-trisubstituted aryl-based ferrocenyl phosphines as precursors for immobilized ligands

Ferrocenylaryl or ferrocenylheteroaryl phosphines bearing a carboxaldehyde group, [Fe{1-PPh2(spacer)-2-NMe2CH2C 5H3}(C5H4CHO)] (spacer = none (rac-12), 1,4-phenylene (rac-13), 1,3-phenylene (rac-14), 2,5-thienylene (rac-15)), were prepared in a facile four-step sequence starting with dibromination of N,N-dimethylaminomethylferrocene (1) followed by Negishi cross-coupling between 1,1′-dibromo-2-N,N-dimethylaminomethylferrocene (rac-2) and aryl or heteroaryl bromide phosphine oxides, Br-spacer-P(O)Ph 2 (spacer = 1,4-phenylene, 1,3-phenylene, 2,5-thienylene), reduction with trichlorosilane, and functionalization of the 1′-position of the cyclopentadienyl ring. All products were fully characterized by spectroscopy (1H, 13C, and 31P NMR, MS, IR) and for rac-3, rac-7 and rac-11 also by X-ray crystallography. Furthermore, preliminary studies on the grafting of rac-12 on silica were conducted.

Asymmetric Synthesis Catalyzed by Chiral Ferrocenylphosphine-Transition Metal Complexes. I. Preparation of Chiral Ferrocenylphosphines

As chiral ligands for transition metal complex catalyzed asymmetric reactions, various kinds of chiral ferrocenylphosphines, which have planar chirality due to 1,2-unsymmetrically substituted ferrocene structure and also have a functional group on the side chain of the ferrocene nucleus, were prepared. (S)-N,N-dimethyl-1-ethylamine , (S)-N,N-dimethyl-1-ethylamine , and their dimethylphosphino derivatives were prepared by way of lithiation of optically resolved N,N-dimethyl-1-ferrocenylethylamine.The 1-(dimethylamino)ethyl group on the ferrocenylphosphines was converted stereospecifically by nucleophilic substitution reactions into 1-methoxy-, 1-hydroxy-, 1-diphenylphosphino-, and several 1-(dialkylamino)ethyl groups. 1-Diphenylphosphino-2-(dimethylaminomethyl)ferrocene (FcPN) was optically resolved via its phosphine sulfide dibenzoyltartaric acid salt.The relationship between CD spectra of the chiral ferrocenylphosphines and the configuration of their planar chirality is discussed.