Literature DB >> 18510323

Beyond Aresta's complex: Ni- and Pd-catalyzed organozinc coupling with CO2.

Charles S Yeung1, Vy M Dong.   

Abstract

Organozinc reagents are widely used in organic synthesis due primarily to their high functional group compatibility. However, under mild conditions, these organometallic reagents do not react directly with CO2, the ideal C1 source for organic synthesis. Herein, we report that both Ni and Pd complexes can catalyze the addition of organozinc reagents to CO2 under mild conditions (1 atm CO2, 0 degrees C). This transformation represents an important extension of the Negishi cross-coupling and is believed to occur via a novel mechanism involving Aresta's complex and/or its corresponding Pd analogue.

Entities:  

Year:  2008        PMID: 18510323     DOI: 10.1021/ja803435w

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  17 in total

1.  Organometallic chemistry: C-H carboxylation takes gold.

Authors:  Derek M Dalton; Tomislav Rovis
Journal:  Nat Chem       Date:  2010-09       Impact factor: 24.427

Review 2.  Advances in transition metal (Pd, Ni, Fe)-catalyzed cross-coupling reactions using alkyl-organometallics as reaction partners.

Authors:  Ranjan Jana; Tejas P Pathak; Matthew S Sigman
Journal:  Chem Rev       Date:  2011-02-14       Impact factor: 60.622

3.  Achieving Moderate Pressures in Sealed Vessels Using Dry Ice As a Solid CO2 Source.

Authors:  Mohit Kapoor; Pratibha Chand-Thakuri; Justin M Maxwell; Michael C Young
Journal:  J Vis Exp       Date:  2018-08-17       Impact factor: 1.355

4.  Copper- and copper-N-heterocyclic carbene-catalyzed C-H activating carboxylation of terminal alkynes with CO2 at ambient conditions.

Authors:  Dingyi Yu; Yugen Zhang
Journal:  Proc Natl Acad Sci U S A       Date:  2010-11-08       Impact factor: 11.205

5.  A computational study on the insertion of CO2 into (PSiP)palladium allyl σ-bond.

Authors:  Qin Wang; Cai-Hong Guo; Ying Ren; Hai-Shun Wu
Journal:  J Mol Model       Date:  2015-04-21       Impact factor: 1.810

6.  Development of Magnesium Oxide-Silver Hybrid Nanocatalysts for Synergistic Carbon Dioxide Activation to Afford Esters and Heterocycles at Ambient Pressure.

Authors:  Upasana Gulati; U Chinna Rajesh; Diwan S Rawat; Jeffrey M Zaleski
Journal:  Green Chem       Date:  2020-03-24       Impact factor: 10.182

7.  Orbital contributions to CO oxidation in Mo-Cu carbon monoxide dehydrogenase.

Authors:  Benjamin W Stein; Martin L Kirk
Journal:  Chem Commun (Camb)       Date:  2014-02-04       Impact factor: 6.222

8.  Copper-Catalyzed Carboxylation of Aryl Iodides with Carbon Dioxide.

Authors:  Hung Tran-Vu; Olafs Daugulis
Journal:  ACS Catal       Date:  2013-10-04       Impact factor: 13.084

9.  Modular access to complex prodiginines: total synthesis of (+)-roseophilin via its 2-azafulvene prototropisomer.

Authors:  James H Frederich; Patrick G Harran
Journal:  J Am Chem Soc       Date:  2013-03-01       Impact factor: 15.419

10.  Nickel-catalyzed reductive carboxylation of styrenes using CO2.

Authors:  Catherine M Williams; Jeffrey B Johnson; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2008-10-17       Impact factor: 15.419

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