The palladium-catalyzed cross-coupling reaction of phenyl fluoroalkanesulfonates with organozinc,organotin and organoaluminum reagents in the presence of lithium chloride takes place to afford alkylbenzenes in good yi...The palladium-catalyzed cross-coupling reaction of phenyl fluoroalkanesulfonates with organozinc,organotin and organoaluminum reagents in the presence of lithium chloride takes place to afford alkylbenzenes in good yields.However,the coupling reaction with organolithium and Grignard reagents proceeds unsatisfactorily with poor regioselectivity.On the basis of the isolation of an oxidative addition product of phenyl fluoroalkanesulfonate to palladium,a catalytic cycle in the reaction is suggested.展开更多
The sustainable development of our future represents an unorthodox challenge in sciences and technologies.The exploration of unconventional chemical reactivities that could potentially result in more sustainable chemi...The sustainable development of our future represents an unorthodox challenge in sciences and technologies.The exploration of unconventional chemical reactivities that could potentially result in more sustainable chemical productions with efficient utilization of resource and inherent prevention of waste will provide the foundation for the synthetic chemistry of our future.As part of this endeavor,we have explored metal-mediated reactions in water to minimize protection-deprotection and the use of organic solvents,catalytic nucleophilic additions via C-H reactions to avoid generation and use of stoichiometric organic halides and metal in water,and Cross-Dehydrogenative-Coupling(CDC) reactions to minimize overall transformation steps.展开更多
文摘The palladium-catalyzed cross-coupling reaction of phenyl fluoroalkanesulfonates with organozinc,organotin and organoaluminum reagents in the presence of lithium chloride takes place to afford alkylbenzenes in good yields.However,the coupling reaction with organolithium and Grignard reagents proceeds unsatisfactorily with poor regioselectivity.On the basis of the isolation of an oxidative addition product of phenyl fluoroalkanesulfonate to palladium,a catalytic cycle in the reaction is suggested.
基金the Canada Research Chair (Tier I) foundationthe E. B. Eddy Endowment Fund+1 种基金the CFI, NSERC, FQRNTthe NSF and the NSF-EPA Joint Program for a Sustainable Environment for partial support of our research over the years
文摘The sustainable development of our future represents an unorthodox challenge in sciences and technologies.The exploration of unconventional chemical reactivities that could potentially result in more sustainable chemical productions with efficient utilization of resource and inherent prevention of waste will provide the foundation for the synthetic chemistry of our future.As part of this endeavor,we have explored metal-mediated reactions in water to minimize protection-deprotection and the use of organic solvents,catalytic nucleophilic additions via C-H reactions to avoid generation and use of stoichiometric organic halides and metal in water,and Cross-Dehydrogenative-Coupling(CDC) reactions to minimize overall transformation steps.
