Benzylation of arenes with benzyl ethers promoted by the in situ prepared superacid BF3–H2O

2014 ◽  
Vol 16 (6) ◽  
pp. 2976 ◽  
Author(s):  
Yu Li ◽  
Yan Xiong ◽  
Xueming Li ◽  
Xuege Ling ◽  
Ruofeng Huang ◽  
...  
Keyword(s):  
Benzyl Ethers

scholarly journals Copper-Catalyzed Benzylic C–H Coupling with Alcohols via Radical Relay

2019 ◽  
Author(s):  
Huayou Hu ◽  
Si-Jie Chen ◽  
Shane Krska ◽  
Shannon Stahl
Keyword(s):  
Copper Catalyst ◽  
Three Dimensional ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Selective Functionalization ◽  
Modern Chemical ◽  
Benzyl Ethers ◽  
Site Selective

Cross coupling reactions enable rapid convergent synthesis of diverse molecules and provide the foundation for modern chemical synthesis. The most widely used methods employ sp2-hybridized coupling partners, such as aryl halides or related pre-functionalized substrates. Here, we demonstrate copper-catalyzed oxidative cross-coupling of benzylic C–H bonds with alcohols to afford benzyl ethers, enabled by mechanistic insights that led to a novel reductant-based strategy for in situ regeneration of the active copper catalyst. The reactions employ the C–H substrate as the limiting reagent and exhibit broad scope with respect to both substrate partners. This approach to direct site-selective functionalization of sp3 C–H bonds provides the basis for efficient three-dimensional diversification of organic molecules and should find widespread utility in organic synthesis, particularly for medicinal chemistry applications.

Copper-Catalyzed Benzylic C–H Coupling with Alcohols via Radical Relay

2019 ◽  
Author(s):  
Huayou Hu ◽  
Si-Jie Chen ◽  
Shane Krska ◽  
Shannon Stahl
Keyword(s):  
Copper Catalyst ◽  
Three Dimensional ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Selective Functionalization ◽  
Modern Chemical ◽  
Benzyl Ethers ◽  
Site Selective

Cross coupling reactions enable rapid convergent synthesis of diverse molecules and provide the foundation for modern chemical synthesis. The most widely used methods employ sp2-hybridized coupling partners, such as aryl halides or related pre-functionalized substrates. Here, we demonstrate copper-catalyzed oxidative cross-coupling of benzylic C–H bonds with alcohols to afford benzyl ethers, enabled by mechanistic insights that led to a novel reductant-based strategy for in situ regeneration of the active copper catalyst. The reactions employ the C–H substrate as the limiting reagent and exhibit broad scope with respect to both substrate partners. This approach to direct site-selective functionalization of sp3 C–H bonds provides the basis for efficient three-dimensional diversification of organic molecules and should find widespread utility in organic synthesis, particularly for medicinal chemistry applications.

ChemInform Abstract: Benzylation of Arenes with Benzyl Ethers Promoted by the in situ Prepared Superacid BF3-H2O.

ChemInform ◽  
2014 ◽  
Vol 45 (47) ◽  
pp. no-no
Author(s):  
Yu Li ◽  
Yan Xiong ◽  
Xueming Li ◽  
Xuege Ling ◽  
Ruofeng Huang ◽  
...  
Keyword(s):  
Benzyl Ethers

Rendez vous with Saturn's rings

1984 ◽  
Vol 75 ◽  
pp. 743-759 ◽  
Author(s):  
Kerry T. Nock
Keyword(s):  
Solar Energy ◽  
Electric Propulsion ◽  
Power Source ◽  
Propulsion System ◽  
Low Thrust ◽  
Ring Plane ◽  
The Earth ◽  
Total Impulse ◽  
Saturn's Rings

ABSTRACTA mission to rendezvous with the rings of Saturn is studied with regard to science rationale and instrumentation and engineering feasibility and design. Future detailedin situexploration of the rings of Saturn will require spacecraft systems with enormous propulsive capability. NASA is currently studying the critical technologies for just such a system, called Nuclear Electric Propulsion (NEP). Electric propulsion is the only technology which can effectively provide the required total impulse for this demanding mission. Furthermore, the power source must be nuclear because the solar energy reaching Saturn is only 1% of that at the Earth. An important aspect of this mission is the ability of the low thrust propulsion system to continuously boost the spacecraft above the ring plane as it spirals in toward Saturn, thus enabling scientific measurements of ring particles from only a few kilometers.

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