211568-52-4

Upstream product

• 13159-16-5 (E)-5-phenyl-4-penten-1-ol 
• 108-24-7 acetic anhydride 
• 57238-67-2 (E)-(5-bromopent-1-en-1-yl)benzene 
• 127-09-3 sodium acetate 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 140-10-3 (E)-3-phenylacrylic acid 
• 103-64-0 bromostyrene 
• 6963-10-6 3-chloro-2-phenyl-tetrahydro-pyran 

Downstream Products

• 13159-16-5 (E)-5-phenyl-4-penten-1-ol 
• 13664-88-5 trans-5-Phenyl-penten-⁽⁴⁾-yl-⁽¹⁾-p-brom-benzolsulfonat 

Relevant academic research and scientific papers

Organic photoredox catalysis for the oxidation of silicates: Applications in radical synthesis and dual catalysis

Metal free photooxidation of alkyl bis(catecholato)silicates with the organic dye 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyano-benzene (4CzIPN) allows the smooth formation of alkyl radicals. The latter can be efficiently engaged either with radical acceptors to provide homolytic addition products or in photoredox/nickel dual catalysis reactions to obtain cross-coupling products.

Engaging Alkenyl Halides with Alkylsilicates via Photoredox Dual Catalysis

Single-electron transmetalation via photoredox/nickel dual catalysis provides the opportunity for the construction of Csp3-Csp2 bonds through the transfer of alkyl radicals under very mild reaction conditions. A general procedure for the cross-coupling of primary and secondary (bis-catecholato)alkylsilicates with alkenyl halides is presented. The developed method allows not only alkenyl bromides and iodides but also previously underexplored alkenyl chlorides to be employed. (Chemical Equation Presented).