93476-38-1Relevant academic research and scientific papers
Versatile palladium-catalyzed arylation of organomanganese chlorides by aryl bromides
Riguet, Eric,Alami, Mouad,Cahiez, Gérard
, p. 376 - 379 (2001)
In THF, a palladium-catalyzed cross-coupling reaction of organomanganese reagents with various aryl bromides including unreactive deactivated or hindered aryl bromides was performed successfully in the presence of a new catalytic system 1% PdCl2(dppp)-four equivalents DME. The scope of the reaction is very broad since many functional groups are tolerated, moreover, even hindered O,O′-di- or trisubstituted diaryls were obtained in high yields. It is interesting to note that hindered aryl bromides are more reactive than the corresponding aryl iodides. Alkyl, alkenyl and alkynylmanganese chlorides also react under similar conditions.
Toward a mild dehydroformylation using base-metal catalysis
Abrams, Dylan J.,West, Julian G.,Sorensen, Erik J.
, p. 1954 - 1959 (2017/03/09)
Dehydroformylation, or the reaction of aldehydes to produce alkenes, hydrogen gas, and carbon monoxide, is a powerful transformation that is underdeveloped despite the high industrial importance of the reverse reaction, hydroformylation. Interestingly, nature routinely performs a related transformation, oxidative dehydroformylation, in the biosynthesis of cholesterol and related sterols under mild conditions using base-metal catalysts. In contrast, chemists have recently developed a non-oxidative dehydroformylation method; however, it requires high temperatures and a precious-metal catalyst. Careful study of both approaches has informed our efforts to design a base-metal catalyzed, mild dehydroformylation method that incorporates benefits from each while avoiding several of their respective disadvantages. Importantly, we show that cooperative base metal catalysis presents a powerful, mechanistically unique approach to reactions which are difficult to achieve using conventional catalyst design.
Photoinduced Charge Separation in Rigid Bichromophoric Compounds and Charge Transfer State Electron Transfer Reactivity
Jiwan, J. L. Habib,Soumillion, J. Ph.
, p. 14223 - 14230 (2007/10/02)
Bichromophoric compounds giving, after photoexcitation, a locally excited state (LE) rapidly followed by an intramolecular charge transfer (CT) state were designed using a Paddon-Row type synthesis.The electron-accepting end of the CT state is chosen in order to play the role of an electron relay versus external acceptors.In this way, electron transfer photosensitization is made available by using the CT state of bichromophores.The photophysics of the synthesized bichromophores is discussed, and the reductive dechlorination of polychlorinated benzenes is used as a test reaction.The bichromophoric sensitizer is unexpectedly found to be totally regenerated: the reaction is shown to be initiated by an electron transfer from the CT state to the chlorinated quencher.A rapidly breaking radical anion leads to the dechlorination, while the recombination of the sensitizer radical cation with the released chloride anion opens the way to the sensitizer recovery.
Electron-Transfer Substitution Reactions: Facilitation by the Cyano Group
Kornblum, Nathan,Fifolt, Michael J.
, p. 1311 - 1322 (2007/10/02)
It is now clear that a cyano group facilitates electron-transfer substitution reactions.Of particular interest is the demonstration that electron-transfer chain substitution at a saturated carbon atom has been achieved in the absence of a nitro group.
