18748-58-8

Upstream product

• 91-01-0 1,1-Diphenylmethanol 
• 766-77-8 Dimethylphenylsilane 
• 119-61-9 benzophenone 
• 3839-31-4 dimethyl(phenyl)silyllithium 

Downstream Products

• 101-81-5 Diphenylmethane 
• 632-50-8 1,1,2,2-tetraphenylethane 

Relevant academic research and scientific papers

"Catalyst-on-a-tape" - Teflon: A new delivery and recovery method for homogeneous fluorous catalysts

(Chemical Equation Presented) Nothing sticks to Teflon? Going one better than "soap on a rope", a recyclable fluorous rhodium hydrosilylation catalyst is described that is released from Teflon tape into dibutyl ether upon warming, and readsorbed upon cool

Phosphirenium ions as masked phosphenium Catalysts: Mechanistic evaluation and application in synthesis

The utilization of phosphirenium ions is presented; optimized and broadened three-membered ring construction is described together with the use of these ions as efficient pre-catalysts for metal-free carbonyl reduction with silanes. Full characterization of the phosphirenium ions is presented, and initial experimental and computational mechanistic studies indicate that these act as a "masked phosphenium"source that is accessed via ring opening. Catalysis proceeds via associative transfer of {Ph2P+} to a carbonyl nucleophile, Ha'SiR3 bond addition over the C=O group, and associative displacement of the product by a further equivalent of the carbonyl substrate, which completes the catalytic cycle. A competing off-cycle process leading to vinyl phosphine formation is detailed for the hydrosilylation of benzophenone for which an inverse order in [silane] is observed. Experimentally, the formation of side products, including off-cycle vinyl phosphine, is favored by electrondonating substituents on the phosphirenium cation, while catalytic hydrosilylation is promoted by electron-withdrawing substituents. These observations are rationalized in parallel computational studies.

Photocatalyzed cross-dehydrogenative coupling of silanes with alcohols and water

An efficient method for the dehydrogenative coupling of silanes with alcohols under photocatalysis was developed. The reaction proceeded in the presence of Ru(bpy)3Cl2(0.5 mol%) under visible light irradiation in acetonitrile at room temperature. The developed methodology was also applicable for the synthesis of silanols using water as a coupling partner.

Air- and water-stable Lewis acids: Synthesis and reactivity of P-trifluoromethyl electrophilic phosphonium cations

A new class of electrophilic phosphonium cations (EPCs) containing a -CF3 group attached to the phosphorus(v) center is readily accessible in high yields, via a scalable process. These species are stable to air, water, alcohol and strong Br?nsted acid, even at raised temperatures. Thus, P-CF3 EPCs are more robust than previously reported EPCs containing P-X moieties (X = F, Cl, OR), and despite their reduced Lewis acidity they function as Lewis acid catalysts without requiring anhydrous reaction conditions.

Homobimetallic rhodium NHC complexes as versatile catalysts for hydrosilylation of a multitude of substrates in the presence of ambient air

Two recently reported air- and water-stable di-Rh complexes based on 1,3-bis(3′-butylbenzimidazol-2′-ylidene)benzene were utilized as catalysts for hydrosilylation. Among the substrates investigated were aldehydes, ketones, α,β-unsaturated carbonyls, acyl chlorides, nitriles, alkenes, nitro groups, isocyanates, and tertiary amides. Additionally, carbon dioxide underwent hydrosilylation to produce dimethylphenylsilylformate. The catalysts compared well to other previously reported hydrosilylation catalysts, and the Rh-Cl catalyst was found to be faster and more selective than the Rh-I complex in each case.

CHEMISTRY OF ORGANOSILICON COMPOUNDS. CXXIII. NEW PHOTOCHEMICAL AND THERMAL DEGRADATION REACTIONS OF VINYLDISILANES TO VINYLSILANES THROUGH (η3-1-SILAPROPENYL)TRICARBONYLIRON COMPLEXES

Vinyldisilanes (II) of the type R1CH=CR2SiMe2SiMe3 (a, R1 = Ph, R2 = H; b, R1 = H, R2 = Me; c, R1 = R2 = H) and (R1CH = CHSiMeR3-)2 (d, R1 = Ph, R3 = Me; e, R1 = H, R3 = Ph) undergo a novel degradation reaction to give the corresponding vinylsilanes, R1CH = CR2SiMe3 and (R1CH=CH)2SiMeR3, respectively, under photochemical or thermal conditions in the presence of a stoichiometric amount of pentacarbonyliron.Two α-styryldisilanes (IIf, CH2=CPhSiMe2SiMe3 and IIg, 2) undergo similar degradation reactions, but gave β-styryl- silanes.In the presence of additional benzophenone, IIb, IIc, and IIf gave (E)-Me3SiCH=CRSiMe2OCHPh2 (b, R = Me; c, R = H; f, R = Ph) under either photochemical or thermal conditions, but IIa gave under photochemical, or Ph2CHSiMe3 under thermal conditions as main product.Mechanisms involving η3-1-silapropenyltricarbonyliron intermediates are proposed, and indeed separately prepared (η3-1-silapropenyl)(trimethylsilyl)tricarbonyliron gave the same products under similar conditions.