Direct Exchange of a Ketone Methyl or Aryl Group to Another Aryl Group through CC Bond Activation Assisted by Rhodium Chelation

2012 ◽  
Vol 124 (49) ◽  
pp. 12500-12504 ◽  
Author(s):  
Jingjing Wang ◽  
Weiqiang Chen ◽  
Sujing Zuo ◽  
Lu Liu ◽  
Xinrui Zhang ◽  
...  
Keyword(s):  
Bond Activation ◽  
Aryl Group ◽  
Direct Exchange

Direct Exchange of a Ketone Methyl or Aryl Group to Another Aryl Group through CC Bond Activation Assisted by Rhodium Chelation

2012 ◽  
Vol 51 (49) ◽  
pp. 12334-12338 ◽  
Author(s):  
Jingjing Wang ◽  
Weiqiang Chen ◽  
Sujing Zuo ◽  
Lu Liu ◽  
Xinrui Zhang ◽  
...  
Keyword(s):  
Bond Activation ◽  
Aryl Group ◽  
Direct Exchange

ChemInform Abstract: Direct Exchange of a Ketone Methyl or Aryl Group to Another Aryl Group Through C-C Bond Activation Assisted by Rhodium Chelation.

ChemInform ◽  
2013 ◽  
Vol 44 (22) ◽  
pp. no-no
Author(s):  
Jingjing Wang ◽  
Weiqiang Chen ◽  
Sujing Zuo ◽  
Lu Liu ◽  
Xinrui Zhang ◽  
...  
Keyword(s):  
Bond Activation ◽  
Aryl Group ◽  
Direct Exchange

Si−C Bond Activation of ArMe2SiOH Promoted by a Bromoplatinum(II) Complex and Ag2O. Aryl Group Transfer from Silicon to Platinum

2001 ◽  
Vol 20 (6) ◽  
pp. 1243-1246 ◽  
Author(s):  
Neli Mintcheva ◽  
Yasushi Nishihara ◽  
Makoto Tanabe ◽  
Kazunori Hirabayashi ◽  
Atsunori Mori ◽  
...  
Keyword(s):  
Bond Activation ◽  
Aryl Group ◽  
Group Transfer

scholarly journals New hydrosilylation reaction of arylacetylene accompanied by C-H bond activation catalyzed by a xantsil ruthenium complex

2008 ◽  
Vol 80 (5) ◽  
pp. 1155-1160 ◽  
Author(s):  
Hiromi Tobita ◽  
Nobukazu Yamahira ◽  
Keisuke Ohta ◽  
Takashi Komuro ◽  
Masaaki Okazaki
Keyword(s):  
Bond Activation ◽  
Ruthenium Complex ◽  
Phosphine Ligand ◽  
The Other ◽  
Aryl Group ◽  
Hydrosilylation Reaction ◽  
New Type ◽  
Silyl Complex ◽  
Phosphine Complex ◽  
Catalytic Hydrosilylation

A new type of catalytic hydrosilylation of arylalkynes was induced by a 16-electron ruthenium bis(silyl) phosphine complex, resulting in ortho-silylation of the aryl group as well as a hydrogenation of the alkyne CC bond to give an (E)-form of alkene selectively. On the other hand, the same reaction using a related bis(silyl) complex having an η6-toluene ligand instead of the phosphine ligand as a catalyst led to a normal hydrosilylation reaction to afford silylalkene.

Metal-Metal Cooperative Bond Activation by Heterobimetallic Alkyl, Aryl, and Acetylide PtII/CuI Complexes

2020 ◽  
Author(s):  
Shubham Deolka ◽  
Orestes Rivada Wheelaghan ◽  
Sandra Aristizábal ◽  
Robert Fayzullin ◽  
Shrinwantu Pal ◽  
...  
Keyword(s):  
Alkyl Group ◽  
Bond Activation ◽  
Bond Cleavage ◽  
Terminal Alkyne ◽  
Alkyl Aryl ◽  
Metal Metal ◽  
The Stability ◽  
Selective Formation ◽  
Organoplatinum Compounds

We report selective formation of heterobimetallic PtII/CuI complexes that demonstrate how facile bond activation processes can be achieved by altering reactivity of common organoplatinum compounds through their interaction with another metal center. The interaction of the Cu center with Pt center and with a Pt-bound alkyl group increases the stability of PtMe2 towards undesired rollover cyclometalation. The presence of the CuI center also enables facile transmetalation from electron-deficient tetraarylborate [B(ArF)4]- anion and mild C-H bond cleavage of a terminal alkyne, which was not observed in the absence of an electrophilic Cu center. The DFT study indicates that the role of Cu center acts as a binding site for alkyne substrate, while activating its terminal C-H bond.

Imine as a Linchpin Approach for Distal C(sp2)–H Functionalization

2020 ◽  
Author(s):  
Sukdev Bag ◽  
Sadhan Jana ◽  
Sukumar Pradhan ◽  
Suman Bhowmick ◽  
Nupur Goswami ◽  
...  
Keyword(s):  
Organic Molecules ◽  
Bond Activation ◽  
Bond Formation ◽  
Ancillary Ligand ◽  
Significant Challenge ◽  
Site Selectivity ◽  
Directing Group ◽  
Covalently Linked ◽  
Complex Organic ◽  
Post Functionalization

<p>Despite the widespread applications of C–H functionalization, controlling site selectivity remains a significant challenge. Covalently attached directing group (DG) served as an ancillary ligand to ensure proximal <i>ortho</i>-, distal <i>meta</i>- and <i>para</i>-C-H functionalization over the last two decades. These covalently linked DGs necessitate two extra steps for a single C–H functionalization: introduction of DG prior to C–H activation and removal of DG post-functionalization. We introduce here a transient directing group for distal C(<i>sp<sup>2</sup></i>)-H functionalization <i>via</i> reversible imine formation. By overruling facile proximal C-H bond activation by imine-<i>N</i> atom, a suitably designed pyrimidine-based transient directing group (TDG) successfully delivered selective distal C-C bond formation. Application of this transient directing group strategy for streamlining the synthesis of complex organic molecules without any necessary pre-functionalization at the distal position has been explored.</p>

Pt-Pd Nanoalloy for the Unprecedented Activation of Carbon-Fluorine Bond at Low Temperature

2019 ◽  
Author(s):  
Raghu Nath Dhital ◽  
keigo nomura ◽  
Yoshinori Sato ◽  
Setsiri Haesuwannakij ◽  
Masahiro Ehara ◽  
...  
Keyword(s):  
Activation Energy ◽  
Low Temperature ◽  
Dft Calculations ◽  
Bond Activation ◽  
Mild Conditions ◽  
Selective Transformation ◽  
Rate Determining Step ◽  
Highly Active ◽  
Harsh Conditions ◽  
Reaction Profile

Carbon-Fluorine (C-F) bonds are considered the most inert organic functionality and their selective transformation under mild conditions remains challenging. Herein, we report a highly active Pt-Pd nanoalloy as a robust catalyst for the transformation of C-F bonds into C-H bonds at low temperature, a reaction that often required harsh conditions. The alloying of Pt with Pd is crucial to activate C-F bond. The reaction profile kinetics revealed that the major source of hydrogen in the defluorinated product is the alcoholic proton of 2-propanol, and the rate-determining step is the reduction of the metal upon transfer of the <i>beta</i>-H from 2-propanol. DFT calculations elucidated that the key step is the selective oxidative addition of the O-H bond of 2-propanol to a Pd center prior to C-F bond activation at a Pt site, which crucially reduces the activation energy of the C-F bond. Therefore, both Pt and Pd work independently but synergistically to promote the overall reaction

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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