18081-22-6

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 1072-95-3 cyclohexylmethyl chloride 
• 77508-38-4 trans-1-<(Trimethylsilyl)methyl>-2-chlorocyclohexane 
• 2550-36-9 Cyclohexylmethyl bromide 
• 77508-36-2 1-(Trimethylsilyl)bicyclo<4.1.0>heptane 
• 54380-53-9 cyclohexa-2,5-dien-1-yl(trimethyl)silane 
• 1192-37-6 methylenecyclohexane 
• 100-49-2 cyclohexylmethyl alcohol 
• 17874-17-8 cyclohex-1-enyl-trimethyl-silane 
• 18290-79-4 dichloro(cyclohexylmethyl)methylsilane 
• 75-16-1 methylmagnesium bromide 

Downstream Products

• 100-49-2 cyclohexylmethyl alcohol 

Relevant academic research and scientific papers

Utilization of a Trimethylsilyl Group as a Synthetic Equivalent of a Hydroxyl Group via Chemoselective C(sp3)-H Borylation at the Methyl Group on Silicon

A conversion of trimethylsilylalkanes into the corresponding alcohols is established based on an iridium-catalyzed, chemoselective C(sp3)-H borylation of the methyl group on silicon. The (borylmethyl)silyl group formed by C(sp3)-H borylation is treated with H2O2/NaOH, and the resulting (hydroxymethyl)silyl group is converted into a hydroxyl group by Brook rearrangement, followed by oxidation of the resulting methoxysilyl group under Tamao conditions. An alternative route proceeding through the formylsilyl group formed from a (hydroxymethyl)silyl group by Swern oxidation is also established. The method is applicable to substituted trimethylsilylcycloalkanes and 1,1-dimethyl-1-silacyclopentane for conversion into the corresponding stereodefined cycloalkyl alcohols and 1,4-butanediol.

Cyclohexa-1,3-diene-based dihydrogen and hydrosilane surrogates in B(C6F5)3-catalysed transfer processes

The cyclohexa-1,3-diene motif is introduced as an equally effective alternative to the cyclohexa-1,4-diene platform in B(C6F5)3-catalysed transfer processes. The transfer hydrogenation of alkenes is realised with α-terpinene and the related transfer hydrosilylation is achieved with 5-trimethylsilyl-substituted cyclohexa-1,3-diene. Both yields and substrate scope are comparable with the prior systems.

Use of cyclohexa-2,5-dien-1-yl-silanes as precursors for gaseous hydrosilanes

The invention relates to the use of cyclohexa-2,5-dien-1-yl-silanes of general formula I for generation of hydrosilanes in solution using a strong Lewis acid. This way, e.g., alkenes can be hydrosilylated in good yields using the cyclohexa-2,5-dien-1-yl-silanes of general formula I as transfer hydrosilylating agents in the presence of a strong Lewis acid as catalyst with concomitant formation of an arene solvent.

USE OF CYCLOHEXA-2,5-DIEN-1-YL-SILANES AS PRECURSORS FOR GASEOUS HYDROSILANES

The invention relates to the use of cyclohexa-2,5-dien-1 -yl-silanes of general formula (I), for generation of hydrosilanes in solution using a strong Lewis acid. This way, e.g., alkenes or carbonyl compounds can be hydrosilylated in good yields using the cyclohexa-2,5-dien-1 - yl-silanes of general formula I as transfer hydros! lylating agents in the presence of a strong Lewis acid as catalyst with concomitant formation of an arene solvent.

3-silylated cyclohexa-1,4-dienes as precursors for gaseous hydrosilanes: The B(C6F5)3-catalyzed transfer hydrosilylation of alkenes

Set Me3SiH free! The strong Lewis acid B(C6F 5)3 catalyzes the release of hydrosilanes from 3-silylated cyclohexa-1,4-dienes with concomitant formation of benzene. Subsequent B(C 6F5)3

Silanes in Organic Synthesis. 10. Cleavage Reactions of Silylcyclopropanes with Titanium Tetrachloride and Hydrogen Chloride

Seven trimethylsilyl-substituted cyclopropanes, both mono- and bicyclic, were treated with titanium tetrachloride and anhydrous hydrogen chloride to determine the regioselectivity and stereoselectivity of electrophilic attack on their strained three-membered ring.Whereas cleavage of exo-6-(trimethylsilyl)bicyclohexane with TiCl4 occurs predominantly at the zero bridge, the principal product obtained from treatment with HCl is the result of peripheral bond scission.In the case of exo-7-(trimethylsilyl)bicycloheptane, addition to an edge bond occurs regiospecifically with both reagents.Substrates 11 and 12 were examined to assess the importance of carbonium ion intervention.Structural isomerizations mediated by such intermediates were observed with both silylcyclopropanes.For 1-(trimethylsilyl)bicycloheptane and 1-(trimethylsilyl)-1-pentylcyclopropane, the altered position of the silicon substituent was seen to have a major effect on the course of ring opening.Although the present data allow some analogies to be drawn with vinylsilanes, it is clear that silylcyclopropanes have a broader range of reaction pathways available to them than do their olefinic counterparts.