955930-05-9

Basic information

• Product Name: tert-butyl(3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)dimethylsilane
• Synonyms: tert-butyl(3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)dimethylsilane
• CAS NO: 955930-05-9
• Molecular Weight: 362.393
• Mol File: 955930-05-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: tert-butyl(3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)dimethylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl(3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)dimethylsilane(955930-05-9)
• EPA Substance Registry System: tert-butyl(3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)dimethylsilane(955930-05-9)

Safety Data

• Hazardous Substances Data: 955930-05-9(Hazardous Substances Data)

Upstream product

• 73183-34-3 bis(pinacol)diborane 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 108-68-9 3,5-Dimethylphenol 
• 7463-51-6 4-bromo-3,5-dimethylphenol 

Downstream Products

• 955930-52-6 methyl 4'-{[tert-butyl(dimethyl)silyl]oxy}-2,2',6'-trimethylbiphenyl-3-carboxylate 

Relevant articles and documents

C-H borylation by platinum catalysis

Herein, we describe the platinum-catalyzed borylation of aromatic C-H bonds. N-Heterocyclic carbene-ligated platinum catalysts are found to be efficient catalysts for the borylation of aromatic C(sp2)-H bonds when bis(pinacolato)diboron is used as the boron source. The most remarkable feature of these Pt catalysts is their lack of sensitivity towards the degree of steric hindrance around the C-H bonds undergoing the borylation reaction. These Pt catalysts allow for the synthesis of sterically congested 2,6-disubstituted phenylboronic esters, which are otherwise difficult to synthesize using existing C-H borylation methods. Furthermore, platinum catalysis allows for the site-selective borylation of the C-H bonds ortho to fluorine substituents in fluoroarene systems. Preliminary mechanistic studies and work towards the synthetic application of this platinum catalyzed C-H borylation process are described.