Literature DB >> 26172049

Highly Selective Hydrogenation of Aromatic Ketones and Phenols Enabled by Cyclic (Amino)(alkyl)carbene Rhodium Complexes.

Yu Wei1, Bin Rao1, Xuefeng Cong1, Xiaoming Zeng1,2.   

Abstract

Air-stable Rh complexes ligated by strongly σ-donating cyclic (amino)(alkyl)carbenes (CAACs) show unique catalytic activity for the selective hydrogenation of aromatic ketones and phenols by reducing the aryl groups. The use of CAAC ligands is essential for achieving high selectivity and conversion. This method is characterized by its good compatibility with unsaturated ketones, esters, carboxylic acids, amides, and amino acids and is scalable without detriment to its efficiency.

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Year:  2015        PMID: 26172049     DOI: 10.1021/jacs.5b05868

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


  16 in total

1.  Shaping Molecular Landscapes: Recent Advances, Opportunities, and Challenges in Dearomatization.

Authors:  Christopher J Huck; David Sarlah
Journal:  Chem       Date:  2020-07-01       Impact factor: 22.804

2.  Janus All-Cis 2,3,4,5,6-Pentafluorocyclohexyl Building Blocks Applied to Medicinal Chemistry and Bioactives Discovery Chemistry.

Authors:  Joshua L Clark; Rifahath M Neyyappadath; Cihang Yu; Alexandra M Z Slawin; David B Cordes; David O'Hagan
Journal:  Chemistry       Date:  2021-10-06       Impact factor: 5.020

Review 3.  Recent Advances in the Domain of Cyclic (Alkyl)(Amino) Carbenes.

Authors:  Saroj Kumar Kushvaha; Ankush Mishra; Herbert W Roesky; Kartik Chandra Mondal
Journal:  Chem Asian J       Date:  2022-02-26

4.  Enantio- and Diastereoselective, Complete Hydrogenation of Benzofurans by Cascade Catalysis.

Authors:  Daniel Moock; Tobias Wagener; Tianjiao Hu; Timothy Gallagher; Frank Glorius
Journal:  Angew Chem Int Ed Engl       Date:  2021-05-05       Impact factor: 15.336

5.  Reducing Challenges in Organic Synthesis with Stereoselective Hydrogenation and Tandem Catalysis.

Authors:  Patrick D Parker; Xintong Hou; Vy M Dong
Journal:  J Am Chem Soc       Date:  2021-04-23       Impact factor: 16.383

6.  Mechanistic Understanding of the Heterogeneous, Rhodium-Cyclic (Alkyl)(Amino)Carbene-Catalyzed (Fluoro-)Arene Hydrogenation.

Authors:  Daniel Moock; Mario P Wiesenfeldt; Matthias Freitag; Satoshi Muratsugu; Satoru Ikemoto; Robert Knitsch; Jacob Schneidewind; Wolfgang Baumann; Andreas H Schäfer; Alexander Timmer; Mizuki Tada; Michael Ryan Hansen; Frank Glorius
Journal:  ACS Catal       Date:  2020-05-05       Impact factor: 13.084

7.  The formation of all-cis-(multi)fluorinated piperidines by a dearomatization-hydrogenation process.

Authors:  Zackaria Nairoukh; Marco Wollenburg; Christoph Schlepphorst; Klaus Bergander; Frank Glorius
Journal:  Nat Chem       Date:  2019-01-21       Impact factor: 24.427

8.  Supramolecular packing of alkyl substituted Janus face all-cis 2,3,4,5,6-pentafluorocyclohexyl motifs.

Authors:  Joshua L Clark; Alaric Taylor; Ailsa Geddis; Rifahath M Neyyappadath; Bruno A Piscelli; Cihang Yu; David B Cordes; Alexandra M Z Slawin; Rodrigo A Cormanich; Stefan Guldin; David O'Hagan
Journal:  Chem Sci       Date:  2021-06-04       Impact factor: 9.825

9.  The debut of chiral cyclic (alkyl)(amino)carbenes (CAACs) in enantioselective catalysis.

Authors:  Delphine Pichon; Michele Soleilhavoup; Jennifer Morvan; Glen P Junor; Thomas Vives; Christophe Crévisy; Vincent Lavallo; Jean-Marc Campagne; Marc Mauduit; Rodolphe Jazzar; Guy Bertrand
Journal:  Chem Sci       Date:  2019-07-06       Impact factor: 9.825

Review 10.  Selective Arene Hydrogenation for Direct Access to Saturated Carbo- and Heterocycles.

Authors:  Mario P Wiesenfeldt; Zackaria Nairoukh; Toryn Dalton; Frank Glorius
Journal:  Angew Chem Int Ed Engl       Date:  2019-04-29       Impact factor: 15.336

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