18036-85-6

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 10557-71-8 4-chlorophenyltrimethylsilane 
• 762-72-1 allyl-trimethyl-silane 
• 106-37-6 1.4-dibromobenzene 
• 6999-03-7 1-bromo-4-(trimethylsilyl)benzene 
• 106-95-6 allyl bromide 

Downstream Products

• 453538-48-2 trimethyl(4-{3-[3,5,3'',5''-tetrakis(3-benzyloxypropyl)[1,1':3',1'']terphenyl-5'-yl]propyl}phenyl)silane 
• 453538-58-4 2-(4-{3-[4,4''-bis(3-benzyloxypropyl)[1,1';3',1'']terphenyl-5'-yl]propyl}phenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane 
• 453538-57-3 4-{3-[4,4''-bis(3-benzyloxypropyl)[1,1;3',1'']terphenyl-5'-yl]propyl}phenylboronic acid 
• 453538-55-1 (4-{3-[4,4''-bis(3-benzyloxypropyl)[1,1';3',1'']terphenyl-5'-yl]propyl}phenyl)trimethylsilane 
• 453538-56-2 4,4''-bis(3-benzyloxypropyl)-5'-[3-(4-iodophenyl)propyl][1,1';3;1'']terphenyl 
• 453538-43-7 {4-[3-(3,5-dibromophenyl)propyl]phenyl}trimethylsilane 
• 676259-28-2 1,3,5-tris[3-(4-trimethylsilylphenyl)propyl]benzene 
• 676259-36-2 2-{3,5-bis[3-(4-trimethylsilylphenyl)propyl]phenyl}-4,4,5,5-tetramethyl[1,3,2]dioxaborane 
• 676259-35-1 1-bromo-3,5-bis-[3-[4-(trimethylsilyl)phenyl]propyl]benzene 

Relevant academic research and scientific papers

Transition-metal-free arylations via photogenerated triplet 4-alkyl- and 4-trimethylsilylphenyl cations

The irradiation in protic solvents of 4-chloroalkylbenzenes and 4-chlorophenyltrimethylsilane caused the heterolytic cleavage of aryl-chlorine bonds to give the corresponding triplet phenyl cations. These were exploited for transition-metal-free arylation reactions under mild conditions to give allylbenzenes, γ-benzyl lactones, 3-arylacetals (ketals), and biaryls in moderate to good yields. The path followed was supported by DFT calculations at the UB3LYP/6-311+G(2d,p) level.

Synthesis of low-generation, aryl-/alkyl-type, nonpolar dendrons carrying protected hydroxyalkyl groups in the periphery

An efficient convergent synthesis of first- and second-generation aryl-/alkyl-type nonpolar dendrons via Suzuki cross-coupling is described. The dendrons carry either one or two benzyl-protected hydroxyalkyl groups/terminus. Iododesilylation reactions of aryltrimethylsilanes with iodo chloride are used as a tool for the incorporation of iodo, an important functionality for transition-metal-catalyzed cross-coupling reactions. In the case of sensitive aromatics, the addition of some donor solvent like diethyl ether proved effective in suppressing side reactions through electrophilic aromatic iodination.