Rhodium−Carbon Bond Formation in Aqueous Solution. Synthesis, Structure, and Reactivity of the Functionalized Heteropolytungstates, [XW11O39RhCH2COOH]5,6-(X = P, Si)

1998 ◽  
Vol 120 (39) ◽  
pp. 10254-10255 ◽  
Author(s):  
Xinyi Wei ◽  
Michael H. Dickman ◽  
Michael T. Pope
Keyword(s):  
Aqueous Solution ◽  
Bond Formation ◽  
Solution Synthesis ◽  
Carbon Bond

Laccase-catalyzed carbon–carbon bond formation: oxidative dimerization of salicylic esters by air in aqueous solution

Tetrahedron ◽  
2005 ◽  
Vol 61 (19) ◽  
pp. 4615-4619 ◽  
Author(s):  
Sabine Ciecholewski ◽  
Elke Hammer ◽  
Katrin Manda ◽  
Gopal Bose ◽  
Van T.H. Nguyen ◽  
...  
Keyword(s):  
Aqueous Solution ◽  
Bond Formation ◽  
Oxidative Dimerization ◽  
Carbon Bond ◽  
Carbon Carbon Bond

Organomercury compounds. XII. The synthesis of diarylmercurials and arylmercuric arenesulphinates by sulphur dioxide elimination reactions

1971 ◽  
Vol 24 (8) ◽  
pp. 1599 ◽  
Author(s):  
PG Cookson ◽  
GB Deacon
Keyword(s):  
Aqueous Solution ◽  
Sulphur Dioxide ◽  
Room Temperature ◽  
Mercuric Acetate ◽  
Bond Formation ◽  
Carbon Bond ◽  
Satisfactory Yield ◽  
Organomercury Compounds ◽  
Elimination Reactions

The diarylmercurials, R2Hg [R = Ph, p-XC6H4 (X = Me, Br, Cl, or F), 2,3,4-Cl3C6H2, 2,4,5-Cl3C6H2, 2-naphthyl, or 8-quinolyl], have been prepared in satisfactory yield by sulphur dioxide elimination reactions on heating the corresponding mercuric arenesulphinates under vacuum, but decomposition of mercuric p-acetamidobenzenesulphinate gave acetanilide. The mercuric arenesulphinates were obtained by reaction of mercuric acetate with the appropriate sodium arenesulphinates in aqueous solution at room temperature. Similar reactions in boiling aqueous solution gave either diarylmercurials, R2Hg [R = Ph, p-XC6H4 (X = Me, F, or MeCONH), 2,4,6-Me3C6H2, 2,4,6-(Me2CH)3C6H2, or 8-quinolyl], or arylmercuric arenesulphinates, RHg(02SR) [R = p-XC6H4 (X = Br or Cl), 2,3,4-Cl3C6H2, 2,4,5-Cl3C6H2, or 2-naphthyl], usually in low yield, and sulphur dioxide. Mercury-carbon bond formation also occurred in reactions of mercuric acetate with sodium mesitylenesulphinate and 2,4,6-triisopropylbenzenesulphinate at room temperature, mesitylmercuric mesitylenesulphinate and bis(2,4,6- triisopropylphenyl)mercury, respectively, being obtained. The sulphur- oxygen stretching frequencies of the mercuric arenesulphinates are indicative of S-sulphinate coordination, whilst those of the arylmercuric arenesulphinates are consistent with unidentate O- sulphinate groups.

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.

Modern Organic Synthesis in the Laboratory

2008 ◽  
Author(s):  
Jie Jack Li ◽  
Chris Limberakis ◽  
Derek A. Pflum
Keyword(s):  
Organic Chemistry ◽  
Graduate Students ◽  
Organic Synthesis ◽  
Functional Group ◽  
Bond Formation ◽  
Reaction Conditions ◽  
Carbon Bond ◽  
Oxidation Reduction ◽  
Carbon Carbon Bond ◽  
Daunting Task

Searching for reaction in organic synthesis has been made much easier in the current age of computer databases. However, the dilemma now is which procedure one selects among the ocean of choices. Especially for novices in the laboratory, it becomes a daunting task to decide what reaction conditions to experiment with first in order to have the best chance of success. This collection intends to serve as an "older and wiser lab-mate" one could have by compiling many of the most commonly used experimental procedures in organic synthesis. With chapters that cover such topics as functional group manipulations, oxidation, reduction, and carbon-carbon bond formation, Modern Organic Synthesis in the Laboratory will be useful for both graduate students and professors in organic chemistry and medicinal chemists in the pharmaceutical and agrochemical industries.

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