18670-79-6

Upstream product

• 18670-55-8 chloro(4-methoxyphenyl)(diphenyl)silane 
• 696-62-8 para-iodoanisole 
• 775-12-2 diphenylsilane 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 16343-18-3 1,1,2,2-tetraphenyldisilane 
• 1631-83-0 diphenylsilyl chloride 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 80-10-4 diphenylsilyl dichloride 

Downstream Products

• 439869-05-3 (bromomethyl)(p-methoxyphenyl)diphenylsilane 
• 1261246-63-2 (4-methoxyphenyl)(2-thienyl)diphenylsilane 

Relevant academic research and scientific papers

Selective Electrochemical Hydrolysis of Hydrosilanes to Silanols via Anodically Generated Silyl Cations

The first electrochemical hydrolysis of hydrosilanes to silanols under mild and neutral reaction conditions is reported. The practical protocol employs commercially available and cheap NHPI as a hydrogen-atom transfer (HAT) mediator and operates at room temperature with high selectivity, leading to various valuable silanols in moderate to good yields. Notably, this electrochemical method exhibits a broad substrate scope and high functional-group compatibility, and it is applicable to late-stage functionalization of complex molecules. Preliminary mechanistic studies suggest that the reaction appears to proceed through a nucleophilic substitution reaction of an electrogenerated silyl cation with H2O.

Barium-Mediated Cross-Dehydrocoupling of Hydrosilanes with Amines: A Theoretical and Experimental Approach

Alkaline-earth (most prominently barium) complexes of the type [Ae{N(SiMe3)2}2(THF)x] and [{N^N}Ae{N(SiMe3)2}(THF)x] are very active and productive precatalysts (TON=396, TOF up

Integrated palladium-catalyzed arylation of heavier groupa 14 hydrides

A convenient procedure has been developed for the preparation of Groupa 14 compounds by integrated palladium-catalyzed cross-coupling of aromatic iodides with the corresponding Groupa 14 hydrides in the presence of a base. The reaction conditions can be applied to the cross-coupling of tertiary, secondary, and primary Groupa 14 compounds. In most cases, the desired arylated products were obtained in synthetically useful yields. Even in the case of aryl iodides containing OH, NH2, CN, or CO2R groups, the reactions proceeded with good to high yields with tolerance of these reactive functional groups. A possible application of this method is the unique synthesis of a fungicidal diarylmethyl(1H-1,2,4-triazol-1-ylmethyl)silane derivative. A convenient procedure has been developed for the preparation of Groupa 14 compounds by integrated palladium-catalyzed cross-coupling of aromatic iodides with the corresponding Groupa 14 hydrides in the presence of a base (see picture). Application of this method in the synthesis of a fungicidal diarylmethyl(1H-1,2,4-triazol-1-yl-methyl)silane derivative is demonstrated. Copyright

High yield detritylation of surface-attached nucleosides with photoacid generated in an overlying solid film: Roles of translational diffusion and scavenging

Conventional solid-phase oligonucleotide synthesis overcomes the reversibility of acid-dependent detritylation by washing away the released dimethoxytrityl cations (DMT+) with acid. This option is unavailable if the acid is photogenerated in an overlying solid film, as in the photolithographic fabrication of oligonucleotide arrays on planar surfaces. To overcome the resulting reversibility problem we developed methods of achieving ≥98% detritylation of glass-attached 5′-O-DMT-thymidine, a model for 5′-O-DMT-protected oligonucleotides, by the photogeneration of trichloroacetic acid in a solid film. Enhanced intrafilm diffusion, insufficient to degrade the photolithographic resolution but enabling DMT+ to move from its plane of release into the overlying photoacid-generating film, increased detritylation from ≤30% to ≥98%. Inclusion of an intrafilm carbocation scavenger such as a triarylsilane hydride converted the detritylation into a time-dependent irreversible process proceeding to ≥99% detritylation within 60 s following brief photoacid generation. Light sensitivity is high, exceeding direct photodeprotection methods by 15-100 fold. The Royal Society of Chemistry 2009.

Efficient preparation of monohydrosilanes using palladium-catalyzed Si-C bond formation

(Chemical Equation Presented) The arylation of dihydrosilanes with aryl iodides or heteroaryl iodides in the presence of a palladium catalyst provides the corresponding monohydrosilanes in good to high yield. Moderate to good yields are obtained even in the presence of a variety of reactive functional groups, such as -NH2, -OH, or -CN, without their protection.

Selective synthesis of monohydrosilanes by the reactions of organoytterbium iodides with dihydrosilanes

Monohydrosilanes can be prepared selectively in high yields from the reaction of various aryl and alkyl iodides with ytterbium metal followed by the reaction with dihydrosilanes.

New method for the preparation of functionalized aryldiphenylsilanes (ArPh2SiH)

Aryl halides are converted to aryldiphenylsilanes in moderate to good yields in the presence of tetraphenyldisilane and CsF in DMPU or HMPA. Ten examples are reported.