123200-69-1Relevant academic research and scientific papers
Allyl-aryl coupling of allylic carbonates with arylboronic acids catalyzed by palladium nanoparticles in ionic liquid
Xu, Jing,Zhai, Xing,Wu, Xue,Zhang, Yong Jian
, p. 1712 - 1717 (2015)
A practical and greener process for the allyl-aryl coupling of allylic carbonates with arylboronic acids catalyzed by in situ generated palladium nanoparticles (PdNPs) in ionic liquid (IL) has been described. The PdNPs showed high catalytic activity for the coupling reaction in the IL to afford allyl-aryl coupling products in good to high yields with complete regio- and E/Z selectivities. The PdNPs were readily immobilized in the IL phase and the catalyst can be reused several times without significant loss of catalytic activity and stereospecificity.
Lithium Diisopropylamide Catalyzed Allylic C-H Bond Alkylation with Styrenes
Zhang, Xiang-Yu,Zheng, Lei,Guan, Bing-Tao
, p. 7177 - 7181 (2018)
Allylic substitution reactions, a well-established approach for new bond construction, often need transition-metal catalysts and stoichiometric amounts of organometallic reagents, strong bases, or oxidants. Lithium diisopropylamide (LDA), a widely used and commercially available Br?nsted base, is herein reported to catalyze the allylic C-H bond addition of 1,3-diarylpropenes to styrenes. Preliminary mechanism studies have provided a solid structure of the π-allyllithium intermediate and revealed the unique catalytic roles of LDA and its conjugate acid diisopropylamine.
Pd-catalyzed regioselective and stereospecific Suzuki-Miyaura coupling of allylic carbonates with arylboronic acids
Li, Chenguang,Xing, Juxiang,Zhao, Jingming,Huynh, Patrick,Zhang, Wanbin,Jiang, Pingkai,Zhang, Yong Jian
supporting information; experimental part, p. 390 - 393 (2012/02/15)
The Pd-catalyzed Suzuki-Miyaura coupling reaction of unsymmetric 1,3-disubstituted secondary allylic carbonates with arylboronic acids has been developed in a wet solvent under a base-free system to afford allyl-aryl coupling products in a high level of isolated yields with complete regio- and E/Z-selectivities with good to excellent chemoselectivities. The coupling reaction of optically active allyl carbonates gave allyl-aryl coupling products with excellent enantioselectivities with inversion of the stereochemistry. This coupling method was successfully applied to the synthesis of (S)-naproxen.
Self-Reactions of 1,3-Diphenylpropyl and 1,3,5-Triphenylpentyl Radicals:Models for Termination in Styrene Polymerization
Schreck, Vicki Anne,Serelis, Algirdas K.,Solomon, David H.
, p. 375 - 393 (2007/10/02)
Quantitative determination of the products from thermal decomposition of 1,1',3,3'-tetraphenylazopropane (2) and 1,1',3,3',5,5'-hexaphenylazopentane (5) shows that the respective derived title radicals (1) and (4) undergo self-reactions with a similar preference for combination over disproportionation.The proportion of combination increases from 87 to 93percent (Ec-Ed=9.6+/-1.2kJ mol-1 and ΔSc-ΔSd=43+/-7 JK-1mol-1) for (1), and from 86 to 93percent (Ec-Ed=10.6+/-1.4kJ mol-1 and ΔSc-ΔSd=45+/-6 JK-1mol-1) for (4) over the temperature range 80-161 deg.The relevance of these results to the termination mechanism in the radical polymerization of styrene is discussed.Some minor by-products (28)-(30) which arise by addition of 1,3-diphenylpropyl (1) to 1,3-diphenylpropene (14)/(15) have also been detected.The syntheses of the azo compounds (2) and (5), the former as separate, pure meso- and rac-diastereomers (2m) and (2r), and their various expected decomposition products are described.
