Aerobic Carbon–Carbon Bond Cleavage of Alkenes to Aldehydes Catalyzed by First-Row Transition-Metal-Substituted Polyoxometalates in the Presence of Nitrogen Dioxide

2014 ◽  
Vol 136 (31) ◽  
pp. 10941-10948 ◽  
Author(s):  
Amir Rubinstein ◽  
Pablo Jiménez-Lozanao ◽  
Jorge J. Carbó ◽  
Josep M. Poblet ◽  
Ronny Neumann
Keyword(s):  
Transition Metal ◽  
Nitrogen Dioxide ◽  
Bond Cleavage ◽  
Carbon Bond ◽  
Carbon Carbon Bond

Ambient and aerobic carbon–carbon bond cleavage toward α-ketoester synthesis by transition-metal-free photocatalysis

2019 ◽  
Vol 21 (12) ◽  
pp. 3436-3441 ◽  
Author(s):  
Qing Yu ◽  
Yating Zhang ◽  
Jie-Ping Wan
Keyword(s):  
Double Bond ◽  
Transition Metal ◽  
Rose Bengal ◽  
Bond Cleavage ◽  
Product Diversity ◽  
Carbon Bond ◽  
Metal Free ◽  
Carbon Carbon Bond ◽  
Green Led ◽  
Led Irradiation

With a low loading of Rose Bengal (1 mol%) and green LED irradiation, α-ketoesters are efficiently synthesized with excellent product diversity and selectivity via the ambient cleavage of the enaminone CC double bond.

Carbon Dioxide-Mediated C(sp2)–H Arylation of Primary and Secondary Benzylamines

2018 ◽  
Author(s):  
Mohit Kapoor ◽  
Pratibha Chand-Thakuri ◽  
Michael Young
Keyword(s):  
Carbon Dioxide ◽  
Transition Metal ◽  
Bond Activation ◽  
Bond Formation ◽  
Carbon Bond ◽  
Chelate Effect ◽  
Free Amine ◽  
Carbon Carbon Bond ◽  
New Strategy ◽  
Metal Catalyzed

Carbon-carbon bond formation by transition metal-catalyzed C–H activation has become an important strategy to fabricate new bonds in a rapid fashion. Despite the pharmacological importance of <i>ortho</i>-arylbenzylamines, however, effective <i>ortho</i>-C–C bond formation from C–H bond activation of free primary and secondary benzylamines using Pd<sup>II</sup> remains an outstanding challenge. Presented herein is a new strategy for constructing <i>ortho</i>-arylated primary and secondary benzylamines mediated by carbon dioxide (CO<sub>2</sub>). The use of CO<sub>2</sub> is critical to allowing this transformation to proceed under milder conditions than previously reported, and that are necessary to furnish free amine products that can be directly used or elaborated without the need for deprotection. In cases where diarylation is possible, a chelate effect is demonstrated to facilitate selective monoarylation.

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