In an article, published in an article, once mentioned the application of 131211-27-3, Name is Di(adamantan-1-yl)phosphine,molecular formula is C20H31P, is a conventional compound. this article was the specific content is as follows.name: Di(adamantan-1-yl)phosphine
The Sonogashira coupling of various aryl bromides and iodides with different acetylenes was studied under biphasic conditions with soluble, polymer-modified catalysts to allow the efficient recycling of the homogeneous catalyst. For this purpose, several sterically demanding and electron-rich phosphines of the type RpPR2 were synthesised. They are covalently linked to a monomethyl polyethylene glycol ether with a mass of 2000 Dalton (Rp = MeOPEG2000) RpPR2: -PR2 = -CH2C6H4CH2P(1-Ad)2, -C6H4-P(1-Ad)2, -C6H4-PPh2. To couple aryl iodides and acetylenes, the catalyst [(MeCN)2PdCl2]/2 Rp-C6H4-PPh2 was used in CH3CN/Et3N/n-heptane (5/2/5). The combined yields of coupling product over five reaction cycles are between 80-95%. There is no apparent leaching of the catalyst into n-heptane, as evidenced by 1H NMR spectroscopy. The new catalyst [(MeCN)2PdCl2]/2 (1-Ad)2PBn can be used for room-temperature coupling of various aryl bromides and acetylenes in THF with HNiPr2 as a base. A closely related catalyst Na2[PdCl4]/2 Rp-CH2C6H4CH2P(1-Ad)2 linked to the polymer was used to couple aryl bromides and acetylenes in DMSO or DMSO/n-heptane at 60C with 0.5 mol% Na2[PdCl4], 1 mol% RpPR2 and 0.33 mol% CuI. The combined yield of coupling products over five cycles is always greater than 90%, except for sterically hindered aryl bromides. The determination of the turnover frequency (TOF) of the catalyst indicates only a small decrease in activity over five cycles. Leaching of the catalyst into the product containing n-heptane solution could not be detected by means of 1H NMR and TXRF; this is indicative of >99.995% catalyst retention in the DMSO solvent.
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Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate