Literature DB >> 25894362

Application of a new phosphorus-free palladium heterogeneous nanocatalyst supported on modified MWCNT the highly selective and efficient cleavage of propargyl, allyl, and benzyl phenol ethers under mild conditions.

Hashem Sharghi1, Abbas Khoshnood, Reza Khalifeh, Mohammad Mehdi Doroodmand.   

Abstract

A stable and efficient phosphorus-free, low Pd-loading heterogeneous nanocatalyst comprising palladium and a multi-walled carbon nanotube was prepared and characterized by various techniques such as SEM, TEM, AFM, FT-IR, and Raman spectrometry, N2 adsorption isotherm and thermogravimetric analysis. This catalyst was used for the deprotection of phenol ethers. The catalyst selectivity for deprotection of between propargyl, allyl, and benzyl, as a protecting group, was studied. Also, the presence of different functional groups was studied to establish the scope and limitations of this method. The catalytic activity of recycled catalyst was evaluated. The results indicated that the catalyst is heterogeneous, stable, and very active under the established conditions, and it could be reused up to five times without any significant leaching. In addition, according to ICP analysis, low leaves of leaching of palladium from the catalyst was observed, which indicates that anthraquinone has an excellent ability to coordinate with palladium.

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Year:  2015        PMID: 25894362     DOI: 10.1007/s11030-015-9585-3

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  10 in total

1.  Selective cleavage of allyl and propargyl ethers to alcohols catalyzed by Ti(O-i-Pr)4/MXn/Mg.

Authors:  Mutsumi Ohkubo; Sayaka Mochizuki; Takeshi Sano; Yuuki Kawaguchi; Sentaro Okamoto
Journal:  Org Lett       Date:  2007-02-07       Impact factor: 6.005

Review 2.  Carbon nanotubes from organometallic precursors.

Authors:  C N R Rao; A Govindaraj
Journal:  Acc Chem Res       Date:  2002-12       Impact factor: 22.384

3.  Demand-based thiolate anion generation under virtually neutral conditions: influence of steric and electronic factors on chemo- and regioselective cleavage of aryl alkyl ethers.

Authors:  Asit K Chakraborti; Lalima Sharma; Mrinal K Nayak
Journal:  J Org Chem       Date:  2002-09-06       Impact factor: 4.354

4.  A new route to the synthesis of (E)- and (Z)-2-alkene-4-ynoates and nitriles from vic-iiodo-(E)-alkenes catalyzed by Pd(0) nanoparticles in water.

Authors:  Brindaban C Ranu; Kalicharan Chattopadhyay
Journal:  Org Lett       Date:  2007-05-08       Impact factor: 6.005

5.  Palladium-catalyzed cleavage of O/N-propargyl protecting groups in aqueous media under a copper-free condition.

Authors:  Manojit Pal; Karuppasamy Parasuraman; Koteswar Rao Yeleswarapu
Journal:  Org Lett       Date:  2003-02-06       Impact factor: 6.005

6.  A mild deprotection strategy for allyl-protecting groups and its implications in sequence specific dendrimer synthesis.

Authors:  Dharma Rao Vutukuri; Pandi Bharathi; Zhouying Yu; Karthik Rajasekaran; My-Huyen Tran; S Thayumanavan
Journal:  J Org Chem       Date:  2003-02-07       Impact factor: 4.354

7.  Application of the 4-trifluoromethylbenzenepropargyl ether group as an unhindered, electron deficient protecting group for stereoselective glycosylation.

Authors:  David Crich; Maheswaran S Karatholuvhu
Journal:  J Org Chem       Date:  2008-06-05       Impact factor: 4.354

8.  A hierarchy of aryloxide deprotection by boron tribromide.

Authors:  Sreenivas Punna; Stéphane Meunier; M G Finn
Journal:  Org Lett       Date:  2004-08-05       Impact factor: 6.005

9.  CpRuIIPF6/quinaldic acid-catalyzed chemoselective allyl ether cleavage. A simple and practical method for hydroxyl deprotection.

Authors:  Shinji Tanaka; Hajime Saburi; Yoshitaka Ishibashi; Masato Kitamura
Journal:  Org Lett       Date:  2004-05-27       Impact factor: 6.005

10.  Synthesis of chromeno[3,4-B]quinoline derivatives by heterogeneous [Cu(II)BHPPDAH] catalyst without being immobilized on any support under mild conditions using PEG 300 as green solvent.

Authors:  Hashem Sharghi; Reza Khalifeh; Zahra Rashidi
Journal:  Mol Divers       Date:  2013-08-22       Impact factor: 2.943

  10 in total
  1 in total

Review 1.  A systematic review on silica-, carbon-, and magnetic materials-supported copper species as efficient heterogeneous nanocatalysts in "click" reactions.

Authors:  Pezhman Shiri; Jasem Aboonajmi
Journal:  Beilstein J Org Chem       Date:  2020-04-01       Impact factor: 2.883

  1 in total

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