36707-23-0Relevant articles and documents
"bulky-Yet-Flexible" α-Diimine Palladium-Catalyzed Reductive Heck Cross-Coupling: Highly Anti-Markovnikov-Selective Hydroarylation of Alkene in Air
Yang, Xu-Wen,Li, Dong-Hui,Song, A-Xiang,Liu, Feng-Shou
, p. 11750 - 11765 (2020/10/23)
To pursue a highly regioselective and efficient reductive Heck reaction, a series of moisture-and air-stable α-diimine palladium precatalysts were rationally designed, readily synthesized, and fully characterized. The relationship between the structures of the palladium complexes and the catalytic properties was investigated. It was revealed that the"bulky-yet-flexible"palladium complexes allowed highly anti-Markovnikov-selective hydroarylation of alkenes with (hetero)aryl bromides under aerobic conditions. Further synthetic application of the present protocol could provide rapid and straightforward access to functional and biologically active molecules.
Pd-Catalyzed reductive heck reaction of olefins with aryl bromides for Csp2-Csp3 bond formation
Jin, Liqun,Qian, Jiaxia,Sun, Nan,Hu, Baoxiang,Shen, Zhenlu,Hu, Xinquan
supporting information, p. 5752 - 5755 (2018/06/07)
We developed a Pd-catalyzed intermolecular reductive Heck reaction to construct Csp2-Csp3 bonds between aryl bromides and olefins. Various styrene derivatives, acyclic and cyclic alkenes, were well tolerated to couple with varied aryl bromides in linear selectivity. Kinetic and deuterium labeling experiments suggested that i-PrOH provides a hydride through β-H elimination.
The copper-catalysed Suzuki-Miyaura coupling of alkylboron reagents: disproportionation of anionic (alkyl)(alkoxy)borates to anionic dialkylborates prior to transmetalation
Basnet, Prakash,Thapa, Surendra,Dickie, Diane A.,Giri, Ramesh
supporting information, p. 11072 - 11075 (2016/09/19)
We report the first example of CuI-catalysed coupling of alkylboron reagents with aryl and heteroaryl iodides that affords products in good to excellent yields. Preliminary mechanistic studies with alkylborates indicate that the anionic (alkoxy)(alkyl)borates, generated from alkyllithium and alkoxyboron reagents, undergo disproportionation to anionic dialkylborates and that both anionic alkylborates are active for transmetalation to a CuI-catalyst. Results from a radical clock experiment and the Hammett plot imply that the reaction likely proceeds via a non-radical pathway.
Surface photochemistry: generation of benzyl radical pairs on dry silica gel
Frederick, Bradley,Johnston, Linda J.,Mayo, Paul de,Wong, S. King
, p. 403 - 410 (2007/10/02)
Singlet and triplet benzyl radical pairs have been generated on silica gel by photolysis of a benzyl phenylacetate, a dibenzyl ketone, and a dibenzyl sulfone.The extent of geminate radical recombination has been measured and requires that translational motion of radicals occur on the silica gel surface.This motion was affected by the radical pair multiplicity and the photolysis temperature, but was relatively insensitive to the state of hydration of the silica gel and presence of coadsorbates.The presence of certain rearranged starting materials, which are not formed in solution , amongst the products from photolysis of both dibenzyl ketone and dibenzyl sulfone on silica gel indicates the restrictions on radical movement on the surface on the shorter timescale of the benzyl-phenylacetyl and -benzyl - benzyl sulfonyl radical pairs.
Photoinduced electron transfer C-C bond cleavage reactions; oxidations and isomerizations
Reichel, L. W.,Griffin, G. W.,Muller, A. J.,Das, P. K.,Ege, Seyhan N.
, p. 424 - 436 (2007/10/02)
We have shown that radical cations generated by photoinduced electron transfer (ET) in 1,2-diarylethanes, aryl pinacols, and their derivatives undergo fragmentation reactions.In the presence of oxygen oxidative products are obtained.Timerresolved laser flash photolysis and other ancillary techniques have permitted us to define the mechanisms of certian oxidative processes observed.
Surface Photochemistry: Radical Pair Combination on a Silica Gel Surface and in Micelles
Avnir, David,Johnston, Linda J.,Mayo, Paul de,Wong, S. King
, p. 958 - 959 (2007/10/02)
Photolysis of a benzyl phenylacetate and a dibenzyl ketone generates a radical pair, singlet and triplet respectively, which has been used to demonstrate both a cage effect and translational motion, intra- and/or inter-particulate, on a silica gel surface.
