Literature DB >> 18052297

Rhodium-catalyzed oxidative coupling of triarylmethanols with internal alkynes via successive C-H and C-C bond cleavages.

Toshihiko Uto1, Masaki Shimizu, Kenji Ueura, Hayato Tsurugi, Tetsuya Satoh, Masahiro Miura.   

Abstract

The rhodium-catalyzed oxidative coupling of triarylmethanols with internal alkynes effectively proceeds in a 1:2 manner via cleavage of C-H and C-C bonds to produce the corresponding naphthalene derivatives. Addition of tri- or tetraphenylcyclopentadiene as a ligand is crucial for the reaction to occur efficiently.

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Year:  2007        PMID: 18052297     DOI: 10.1021/jo7022087

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  7 in total

1.  Correlating Reactivity and Selectivity to Cyclopentadienyl Ligand Properties in Rh(III)-Catalyzed C-H Activation Reactions: An Experimental and Computational Study.

Authors:  Tiffany Piou; Fedor Romanov-Michailidis; Maria Romanova-Michaelides; Kelvin E Jackson; Natthawat Semakul; Trevor D Taggart; Brian S Newell; Christopher D Rithner; Robert S Paton; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2017-01-06       Impact factor: 15.419

2.  An Improved Catalyst Architecture for Rhodium (III) Catalyzed C-H Activation and its Application to Pyridone Synthesis.

Authors:  Todd K Hyster; Tomislav Rovis
Journal:  Chem Sci       Date:  2011-08-01       Impact factor: 9.825

Review 3.  Electronic and Steric Tuning of a Prototypical Piano Stool Complex: Rh(III) Catalysis for C-H Functionalization.

Authors:  Tiffany Piou; Tomislav Rovis
Journal:  Acc Chem Res       Date:  2017-12-22       Impact factor: 22.384

4.  Rhodium(iii)-catalyzed synthesis of phthalides by cascade addition and cyclization of benzimidates with aldehydes.

Authors:  Yajing Lian; Robert G Bergman; Jonathan A Ellman
Journal:  Chem Sci       Date:  2012-08-02       Impact factor: 9.825

Review 5.  Developing ligands for palladium(II)-catalyzed C-H functionalization: intimate dialogue between ligand and substrate.

Authors:  Keary M Engle; Jin-Quan Yu
Journal:  J Org Chem       Date:  2013-05-03       Impact factor: 4.354

6.  A β-Carbon elimination strategy for convenient in situ access to cyclopentadienyl metal complexes.

Authors:  G Smits; B Audic; M D Wodrich; C Corminboeuf; N Cramer
Journal:  Chem Sci       Date:  2017-08-24       Impact factor: 9.825

7.  Palladium mediated domino reaction: synthesis of isochromenes under aqueous medium.

Authors:  Lavisha Punia; Karu Ramesh; Gedu Satyanarayana
Journal:  RSC Adv       Date:  2020-01-02       Impact factor: 4.036

  7 in total

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