Literature DB >> 19283810

A simple catalyst for the efficient benzylation of arenes by using alcohols, ethers, styrenes, aldehydes, or ketones.

Amparo Prades1, Rosa Corberán, Macarena Poyatos, Eduardo Peris.   

Abstract

One catalyst fits all! One catalyst is active for a wide set of benzylating reactions (see scheme). A tandem process allows the use of aldehydes and ketones as benzylating agents.The compound [IrCp*(OTf)(2)(I(nBu))] (I(nBu)=1,3-di-n-butyl-imidazolylidene) is an effective catalyst in the benzylation of arenes with different benzylating agents, such as alcohols, ethers and styrenes, representing an unprecedented highly versatile catalyst for this type of process. The same compound also catalyses a remarkable tandem process that allows the use of aldehydes and ketones as benzylating agents, through the base-free hydrogenation of C==O bonds with iPrOH and further use of the resulting primary or secondary alcohols as benzylating agents.

Entities:  

Year:  2009        PMID: 19283810     DOI: 10.1002/chem.200802740

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  7 in total

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Journal:  Organometallics       Date:  2011-09-22       Impact factor: 3.876

Review 2.  Stable cyclic carbenes and related species beyond diaminocarbenes.

Authors:  Mohand Melaimi; Michèle Soleilhavoup; Guy Bertrand
Journal:  Angew Chem Int Ed Engl       Date:  2010-11-15       Impact factor: 15.336

3.  Photo-Induced Ruthenium-Catalyzed C-H Benzylations and Allylations at Room Temperature.

Authors:  Julia Struwe; Korkit Korvorapun; Agnese Zangarelli; Lutz Ackermann
Journal:  Chemistry       Date:  2021-10-05       Impact factor: 5.020

4.  A review of new developments in the Friedel-Crafts alkylation - From green chemistry to asymmetric catalysis.

Authors:  Magnus Rueping; Boris J Nachtsheim
Journal:  Beilstein J Org Chem       Date:  2010-01-20       Impact factor: 2.883

5.  ortho-Selective C-H addition of N,N-dimethyl anilines to alkenes by a yttrium catalyst.

Authors:  Guoyong Song; Gen Luo; Juzo Oyamada; Yi Luo; Zhaomin Hou
Journal:  Chem Sci       Date:  2016-04-26       Impact factor: 9.825

6.  4-N,N-Dimethylaminopyridine promoted selective oxidation of methyl aromatics with molecular oxygen.

Authors:  Zhan Zhang; Jin Gao; Feng Wang; Jie Xu
Journal:  Molecules       Date:  2012-03-30       Impact factor: 4.411

7.  Friedel-Crafts Reaction of N,N-Dimethylaniline with Alkenes Catalyzed by Cyclic Diaminocarbene-Gold(I) Complex.

Authors:  Hangzhi Wu; Tianxiang Zhao; Xingbang Hu
Journal:  Sci Rep       Date:  2018-07-30       Impact factor: 4.379

  7 in total

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