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Product Details
Description |
Bis(3,5-dimethylphenyl)phosphine is an organophosphorus compound utilized as a reactant in the preparation of various catalytic complexes. |
Uses |
Bis(3,5-dimethylphenyl)phosphine is employed in the preparation of iron(II) chiral diimine diphosphine complexes, which act as catalysts for the asymmetric transfer hydrogenation of ketones. Additionally, it forms part of an iridium complex with a biphenol phosphite-phosphine bidentate ligand, serving as an asymmetric catalyst for the hydrogenation of N-arylimines. Furthermore, this phosphine is used to produce chiral phosphines with high stereoselectivity through 1,4-addition reactions with α,β-unsaturated aldehydes using a palladium catalyst. |
InChI=1S/C16H19P/c1-11-5-12(2)8-15(7-11)17-16-9-13(3)6-14(4)10-16/h5-10,17H,1-4H3
The original synthesis of enantioenriched xylBINAP is a multistep sequence beginning with addition of the bis-Grignard reagent prepared from racemic 2,2′-dibromo-1,1′-binaphthalene to bis(3,5-dimethylphenyl)phosphinyl chloride (prepared from the corresponding phosphonic acid). The resultant racemic xylBINAPO oxide is resolved with O,O′-dibenzoyl tartaric acid via multiple recrystallizations. After a salt break with sodium hydroxide, the enantioenriched xylBINAPO is deoxygenated with trichlorosilane and triethylamine in xylene at 130 °C.2 Enantiomerically enriched xylBINAP can also be prepared by nickel-catalyzed coupling of the corresponding enantioenriched binaphthy 2,2′-ditriflate with either bis(3,5-dimethylphenyl)phosphine, bis(3,5-dimethylphenyl)chlorophosphine, or bis(3,5-dimethylphenyl)bromophosphine and zinc metal after 2–3 days at 110 °C.
We chose bis(3,5-dimethylphenyl)phosphine oxide (1a) … bis(3,5-dimethylphenyl)phosphine-borane (2a). It has been known that the reaction of a secondary phosphine oxide with BH 3 …
(-)-Jorumycin, ecteinascidin 743, safram...
Metalation of secondary phosphanes HPRR′...
C16H19OP
bis(3,5-dimethylphenyl)phosphine oxide
(3,5-dimethylphenyl)lithium
5-bromo-1,3-xylene
(+/-)-(1-dibenzophospholylmethyl-1-di(3,5-dimethylphenyl)phosphinylmethyl)-1-diphenylphosphinyl-methylethane
2-
(S)-1-[Bis-(3,5-dimethyl-phenyl)-phosphanyl]-3-diphenylphosphanyl-propan-2-ol
(C6H5)2P(CH2)4P(C6H3(CH3)2)2
CAS:98327-87-8
Molecular Formula:C<sub>44</sub>H<sub>32</sub>P<sub>2</sub>
Molecular Weight:622.7
CAS:69227-47-0