Literature DB >> 15281784

On the mechanism of [Rh(CO)2Cl]2-catalyzed intermolecular (5 + 2) reactions between vinylcyclopropanes and alkynes.

Zhi-Xiang Yu1, Paul A Wender, K N Houk.   

Abstract

DFT calculations have been applied to investigate the reaction mechanism of rhodium dimer, [Rh(CO)2Cl]2, catalyzed intermolecular (5 + 2) reactions between vinylcyclopropanes and alkynes. The catalytic species is Rh(CO)Cl and the catalytic cycle is through the sequential reactions of cyclopropyl cleavage of vinylcyclopropane, alkyne insertion (rate-determining step), and a migratory reductive elimination.

Entities:  

Year:  2004        PMID： 15281784     DOI： 10.1021/ja048739m

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


  27 in total

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Journal:  J Am Chem Soc       Date:  2012-03-12       Impact factor: 15.419

5.  Mechanism of AuCl₃-catalyzed cyclization of 1-(indol-2-yl)-3-alkyn-1-ols: a DFT study.

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Journal:  J Mol Model       Date:  2014-05-07       Impact factor: 1.810

6.  Mechanistic studies of copper(I)-catalyzed 1,3-halogen migration.

Authors:  Ryan Van Hoveln; Brandi M Hudson; Henry B Wedler; Desiree M Bates; Gabriel Le Gros; Dean J Tantillo; Jennifer M Schomaker
Journal:  J Am Chem Soc       Date:  2015-04-16       Impact factor: 15.419

7.  Catalytic Efficiency Is a Function of How Rhodium(I) (5 + 2) Catalysts Accommodate a Conserved Substrate Transition State Geometry: Induced Fit Model for Explaining Transition Metal Catalysis.

Authors:  Thomas J L Mustard; Paul A Wender; Paul Ha-Yeon Cheong
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8.  Interception of a Rautenstrauch intermediate by alkynes for [5+2] cycloaddition: rhodium-catalyzed cycloisomerization of 3-acyloxy-4-ene-1,9-diynes to bicyclo[5.3.0]decatrienes.

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9.  Rhodium-catalyzed ring expansion of cyclopropanes to seven-membered rings by 1,5 C-C bond migration.

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Journal:  Angew Chem Int Ed Engl       Date:  2011-09-09       Impact factor: 15.336

10.  Total synthesis of (-)-pseudolaric acid B.

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Journal:  J Am Chem Soc       Date:  2008-12-03       Impact factor: 15.419
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