Literature DB >> 26371960

Enantiospecific C-H Activation Using Ruthenium Nanocatalysts.

Céline Taglang1, Luis Miguel Martínez-Prieto2,3, Iker del Rosal2, Laurent Maron2, Romuald Poteau2, Karine Philippot3, Bruno Chaudret2, Serge Perato1, Anaïs Sam Lone1, Céline Puente1, Christophe Dugave1, Bernard Rousseau1, Grégory Pieters4.   

Abstract

The activation of C-H bonds has revolutionized modern synthetic chemistry. However, no general strategy for enantiospecific C-H activation has been developed to date. We herein report an enantiospecific C-H activation reaction followed by deuterium incorporation at stereogenic centers. Mechanistic studies suggest that the selectivity for the α-position of the directing heteroatom results from a four-membered dimetallacycle as the key intermediate. This work paves the way to novel molecular chemistry on nanoparticles.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CH activation; ab initio calculations; deuterium; isotopic labeling; nanoparticles

Year:  2015        PMID: 26371960     DOI: 10.1002/anie.201504554

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  16 in total

1.  Catalytic Deuterium Incorporation within Metabolically Stable β-Amino C-H Bonds of Drug Molecules.

Authors:  Yejin Chang; Ahmet Yesilcimen; Min Cao; Yuyang Zhang; Bochao Zhang; Jessica Z Chan; Masayuki Wasa
Journal:  J Am Chem Soc       Date:  2019-09-09       Impact factor: 15.419

2.  Stereoretentive Deuteration of α-Chiral Amines with D2O.

Authors:  Lillian V A Hale; Nathaniel K Szymczak
Journal:  J Am Chem Soc       Date:  2016-10-06       Impact factor: 15.419

3.  Late-stage deuteration of 13C-enriched substrates for T1 prolongation in hyperpolarized 13C MRI.

Authors:  Céline Taglang; David E Korenchan; Cornelius von Morze; Justin Yu; Chloé Najac; Sinan Wang; Joseph E Blecha; Sukumar Subramaniam; Robert Bok; Henry F VanBrocklin; Daniel B Vigneron; Sabrina M Ronen; Renuka Sriram; John Kurhanewicz; David M Wilson; Robert R Flavell
Journal:  Chem Commun (Camb)       Date:  2018-05-17       Impact factor: 6.222

4.  Cobalt-Catalyzed Stereoretentive Hydrogen Isotope Exchange of C(sp3)-H Bonds.

Authors:  W Neil Palmer; Paul J Chirik
Journal:  ACS Catal       Date:  2017-07-28       Impact factor: 13.084

5.  Easy-to-Implement Hydrogen Isotope Exchange for the Labeling of N-Heterocycles, Alkylkamines, Benzylic Scaffolds, and Pharmaceuticals.

Authors:  Etienne Levernier; Kevin Tatoueix; Sébastien Garcia-Argote; Viktor Pfeifer; Ralf Kiesling; Edmond Gravel; Sophie Feuillastre; Grégory Pieters
Journal:  JACS Au       Date:  2022-04-01

6.  Controllable deuteration of halogenated compounds by photocatalytic D2O splitting.

Authors:  Cuibo Liu; Zhongxin Chen; Chenliang Su; Xiaoxu Zhao; Qiang Gao; Guo-Hong Ning; Hai Zhu; Wei Tang; Kai Leng; Wei Fu; Bingbing Tian; Xinwen Peng; Jing Li; Qing-Hua Xu; Wu Zhou; Kian Ping Loh
Journal:  Nat Commun       Date:  2018-01-08       Impact factor: 14.919

7.  Zwitterionic amidinates as effective ligands for platinum nanoparticle hydrogenation catalysts.

Authors:  L M Martínez-Prieto; I Cano; A Márquez; E A Baquero; S Tricard; L Cusinato; I Del Rosal; R Poteau; Y Coppel; K Philippot; B Chaudret; J Cámpora; P W N M van Leeuwen
Journal:  Chem Sci       Date:  2017-02-01       Impact factor: 9.825

8.  Efficient Access to Deuterated and Tritiated Nucleobase Pharmaceuticals and Oligonucleotides using Hydrogen-Isotope Exchange.

Authors:  Alberto Palazzolo; Sophie Feuillastre; Viktor Pfeifer; Sébastien Garcia-Argote; Donia Bouzouita; Simon Tricard; Céline Chollet; Elodie Marcon; David-Alexandre Buisson; Sophie Cholet; François Fenaille; Guy Lippens; Bruno Chaudret; Grégory Pieters
Journal:  Angew Chem Int Ed Engl       Date:  2019-03-06       Impact factor: 15.336

9.  Highly Selective Directed Iridium-Catalyzed Hydrogen Isotope Exchange Reactions of Aliphatic Amides.

Authors:  Mégane Valero; Remo Weck; Stefan Güssregen; Jens Atzrodt; Volker Derdau
Journal:  Angew Chem Int Ed Engl       Date:  2018-05-30       Impact factor: 15.336

10.  Comparison of Iridium(I) Catalysts in Temperature Mediated Hydrogen Isotope Exchange Reactions.

Authors:  Mégane Valero; Anurag Mishra; Jennifer Blass; Remo Weck; Volker Derdau
Journal:  ChemistryOpen       Date:  2019-08-01       Impact factor: 2.911

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.