Literature DB >> 15493917

Cooperative catalysis of a cationic ruthenium complex, amine base, and na salt: catalytic activation of acetonitrile as a nucleophile.

Naoya Kumagai1, Shigeki Matsunaga, Masakatsu Shibasaki.   

Abstract

Cooperative catalysis of a cationic Ru complex, DBU, and NaPF6 is described. An exquisite combination of the catalytic triad enabled catalytic activation of acetonitrile as a nucleophile under mild amine-basic conditions. Addition of in situ-generated, Ru-bound, metalated nitrile to aldehydes and imines proceeded smoothly with 2.5-5 mol % Ru complex and 2.5-10 mol % DBU in the presence of 10 mol % NaPF6. Preliminary mechanistic studies suggested a role for each of the three catalytic components.

Entities:  

Year:  2004        PMID: 15493917     DOI: 10.1021/ja0450509

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


  5 in total

1.  Catalytic Asymmetric Mannich Reaction of α-Fluoronitriles with Ketimines: Enantioselective and Diastereodivergent Construction of Vicinal Tetrasubstituted Stereocenters.

Authors:  Ransheng Ding; Zeus A De Los Santos; Christian Wolf
Journal:  ACS Catal       Date:  2019-02-06       Impact factor: 13.084

2.  Highly Cooperative Tetrametallic Ruthenium-mu-Oxo-mu-Hydroxo Catalyst for the Alcohol Oxidation Reaction.

Authors:  Chae S Yi; Tonya N Zeczycki; Ilia A Guzei
Journal:  Organometallics       Date:  2006       Impact factor: 3.876

3.  Palladium-catalyzed ligand-promoted site-selective cyanomethylation of unactivated C(sp3)-H bonds with acetonitrile.

Authors:  Yongbing Liu; Ke Yang; Haibo Ge
Journal:  Chem Sci       Date:  2016-01-06       Impact factor: 9.825

4.  Stereoselective synthesis of sulfur-containing β-enaminonitrile derivatives through electrochemical Csp3-H bond oxidative functionalization of acetonitrile.

Authors:  Tian-Jun He; Zongren Ye; Zhuofeng Ke; Jing-Mei Huang
Journal:  Nat Commun       Date:  2019-02-19       Impact factor: 14.919

5.  Cu-catalyzed cyanomethylation of imines and α,β-alkenes with acetonitrile and its derivatives.

Authors:  Muhammad Siddique Ahmad; Atique Ahmad
Journal:  RSC Adv       Date:  2021-01-28       Impact factor: 3.361

  5 in total

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