35286-92-1Relevant articles and documents
Selenenate Anions (PhSeO?) as Organocatalyst: Synthesis of trans-Stilbenes and a PPV Derivative
Zheng, Zhipeng,Trofymchuk, Oleksandra S.,Kurogi, Takashi,Varela, Elena,Mindiola, Daniel J.,Walsh, Patrick J.
supporting information, p. 659 - 666 (2020/01/02)
The selenenate anion (RSeO?) is introduced as an active organocatalyst for the dehydrohalogen coupling of benzyl halides to form trans-stilbenes. It is shown that RSeO? is a more reactive catalyst than the previously reported sulfur analogues (sulfenate anion, RSO?) and selenolate anions (RSe?) in the aforementioned reaction. This catalytic system was also applied to the benzylic-chloromethyl-coupling polymerization (BCCP) of a bis-chloromethyl arene to form ppv (poly(p-phenylene vinylene))-type polymers with high yields, Mn (average molecular weight) up to 13,000 and ? (dispersity) of 1.15. (Figure presented.).
A Novel Catalyst-Free Synthesis of 2,2-Diaryl Enamides from Stilbenes via a Nitrene Transfer Reaction
Zhang, Yuanyuan,Ye, Wenjing,Zhang, Hui,Xiao, Xiao
supporting information, p. 5720 - 5724 (2019/08/26)
A novel catalyst-free nitrene transfer reaction between stilbenes and iminoiodinanes was achieved for the first time, which provides an efficient and environmentally friendly way to access variously substituted 2,2-diaryl enamides under mild conditions. Mechanistic investigations suggested the reaction proceed via nitrene transfer and aromatic rearrangement with iminoiodinane also acting as a Lewis acid, benefitting the ring-opening of the aziridine intermediate.
Tert-butyl phenyl sulfoxide: A traceless sulfenate anion precatalyst
Zhang, Mengnan,Jia, Tiezheng,Sagamanova, Irina K.,Pericás, Miquel A.,Walsh, Patrick J.
supporting information, p. 1164 - 1167 (2015/03/14)
tert-Butyl phenyl sulfoxide is employed as a traceless precatalyst for the generation of sulfenate anions under basic conditions and has been used to catalyze the coupling of benzyl halides to trans-stilbenes. The advantage of this precatalyst over previous precatalysts is that the byproduct generated on catalyst formation is a gas, facilitating product isolation in high purity. Using this second generation catalyst, a variety of trans-stilbenes were generated in 39-98% isolated yield.