52792-16-2Relevant academic research and scientific papers
Ruthenium-Sulfonamide-Catalyzed Direct Dehydrative Condensation of Benzylic C-H Bonds with Aromatic Aldehydes
Takemoto, Shin,Shibata, Eri,Nakajima, Mitsuaki,Yumoto, Yoshihiro,Shimamoto, Mayuko,Matsuzaka, Hiroyuki
supporting information, p. 14836 - 14839 (2016/11/29)
The first catalytic dehydrative condensation of the benzylic C-H bonds of toluene and p-xylene with aromatic aldehydes is reported herein. This protocol provides highly atom-economical access to stilbene and p-distyrylbenzene derivatives, whereby water is the sole byproduct. The reaction is based on the deprotonation-functionalization of benzylic C-H bonds through η6-complexation of the arenes, which is realized for the first time using a catalytic amount of a transition metal activator. The key to the success of this method is the use of a sulfonamide anion as a catalyst component, which appears to facilitate not only the deprotonation of the benzylic C-H bonds but also the formation of a C-C bonds via an electrophilic tosylimine intermediate.
Synthesis of some new 1,4-distyrylbenzenes using immobilized palladium nanoparticles on silica functionalized morpholine as a recyclable catalyst
Niknam, Khodabakhsh,Gharavi, Alireza,Nezhad, M. Reza Hormozi,Panahi, Farhad,Sharbati, Mohammad Taghi
experimental part, p. 1609 - 1615 (2011/06/25)
Some new 1,4-distyrylbenzene derivatives were synthesized by using immobilized palladium nanoparticles on silica-bonded N-propyl morpholine (PNP-SBNPM) as a heterogeneous catalyst. These one-pot reactions afforded a range of stereoselective, symmetrical (E)-1,4-distyrylbenzene derivatives with high yields (78-90%). The green catalyst system is recyclable and allows facile product isolation. The recycled catalyst could be reused six times without appreciable loss of catalytic activity. Georg Thieme Verlag Stuttgart · New York.
A convenient one-pot synthesis of bis[(E)-4-halostyryl]arene derivatives
Prukala, Wieslaw,Majchrzak, Mariusz,Posala, Krystian,Marciniec, Bogdan
experimental part, p. 3047 - 3052 (2009/04/06)
A new convenient synthetic protocol for the one-pot stereoselective synthesis of bis[(E)-4-bromo(or chloro)styryl]arene derivatives via the sequential reaction of silylative-coupling of 4-halostyrenes with vinylsilanes followed by palladium-catalyzed cross-coupling 4-halostyrylsilanes with diiodoarenes, is described. The reaction leads to symmetrical bis[(E)-4-halostyryl]arene derivatives obtained in a stereocontrolled manner with high efficiency. Georg Thieme Verlag Stuttgart.
Palladium-catalyzed stereoselective synthesis of (E)-stilbenes via organozinc reagents and carbonyl compounds
Wang, Jin-Xian,Wang, Kehu,Zhao, Lianbiao,Li, Hongxia,Fu, Ying,Hu, Yulai
, p. 1262 - 1270 (2007/10/03)
In the presence of a catalytic amount of PdCl2(PPh 3)2 and a silylating agent, organozinc halides reacted with carbonyl compounds to give the corresponding (E)-stilbenes in good to excellent yields under mild conditions. The reaction mechanism is briefly discussed.
Platinum-catalyzed cross-couplings of organoboronic acids with aryl iodides
Oh, Chang Ho,Lim, Young Mook,You, Choong Ho
, p. 4645 - 4648 (2007/10/03)
Tetrakis(triphenylphosphine)platinum in DMF was utilized as a mild catalyst for cross coupling reactions of organoboronic acids with aryl iodides. The present reactions exhibited excellent group-selectivity where couplings of organoboronic acids 2a-e with 4-bromo-1-iodobenzene (4) give 4-arylbromobenzenes 5a-b and 4-alkenylbromobenzenes 5c-e in excellent yields.
