Literature DB >> 27642511

Tandem semi-hydrogenation/isomerization of propargyl alcohols to saturated carbonyl analogues by dodecanethiolate-capped palladium nanoparticle catalysts.

Diego J Gavia1, Jordan Koeppen1, Elham Sadeghmoghaddam1, Young-Seok Shon1.   

Abstract

The efficient one-pot conversion of propargyl alcohols to their saturated carbonyl analogues is carried out for the first time using metal nanoparticle catalysts, dodecanethiolate-capped Pd nanoparticles. Kinetic studies reveal that the reaction progresses through a semi-hydrogenation intermediate (allyl alcohols) followed by isomerization to carbonyls.

Entities:  

Year:  2013        PMID： 27642511      PMCID： PMC5025254          DOI： 10.1039/c3ra42119h

Source DB:  PubMed          Journal:  RSC Adv        ISSN： 2046-2069            Impact factor:   3.361


  13 in total

1.  Molecular understanding of alkyne hydrogenation for the design of selective catalysts.

Authors:  Blaise Bridier; Núria López; Javier Pérez-Ramírez
Journal:  Dalton Trans       Date:  2010-07-26       Impact factor: 4.390

2.  Selective Homogeneous Palladium(0)-Catalyzed Hydrogenation of Alkynes to (Z)-Alkenes.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  1999-12-16       Impact factor: 15.336

3.  Structure sensitivity of alkynol hydrogenation on shape- and size-controlled palladium nanocrystals: which sites are most active and selective?

Authors:  Micaela Crespo-Quesada; Artur Yarulin; Mingshang Jin; Younan Xia; Lioubov Kiwi-Minsker
Journal:  J Am Chem Soc       Date:  2011-07-26       Impact factor: 15.419

4.  Palladium nanoparticles entrapped in aluminum hydroxide: dual catalyst for alkene hydrogenation and aerobic alcohol oxidation.

Authors:  Min Serk Kwon; Namdu Kim; Cheon Min Park; Jae Sung Lee; Kyung Yeon Kang; Jaiwook Park
Journal:  Org Lett       Date:  2005-03-17       Impact factor: 6.005

5.  Selective liquid-phase semihydrogenation of functionalized acetylenes and propargylic alcohols with silica-supported bimetallic palladium-copper catalysts.

Authors:  M P Spee; J Boersma; M D Meijer; M Q Slagt; G van Koten; J W Geus
Journal:  J Org Chem       Date:  2001-03-09       Impact factor: 4.354

6.  Asymmetric direct alkynylation catalyzed by chiral Ru-bis(oxazolinyl)phenyl complexes.

Authors:  Jun-ichi Ito; Ryosuke Asai; Hisao Nishiyama
Journal:  Org Lett       Date:  2010-09-03       Impact factor: 6.005

7.  Selective hydrogenation of monosubstituted alkenes by Pd nanoparticles embedded in polyelectrolyte films.

Authors:  Somnath Bhattacharjee; Merlin L Bruening
Journal:  Langmuir       Date:  2008-02-15       Impact factor: 3.882

8.  An atom-economic and selective ruthenium-catalyzed redox isomerization of propargylic alcohols. An efficient strategy for the synthesis of leukotrienes.

Authors:  Barry M Trost; Robert C Livingston
Journal:  J Am Chem Soc       Date:  2008-08-15       Impact factor: 15.419

9.  The development of catalytic nucleophilic additions of terminal alkynes in water.

Authors:  Chao-Jun Li
Journal:  Acc Chem Res       Date:  2010-04-20       Impact factor: 22.384

10.  Selective hydrogenation by Pd nanoparticles embedded in polyelectrolyte multilayers.

Authors:  Srividhya Kidambi; Jinhua Dai; Jin Li; Merlin L Bruening
Journal:  J Am Chem Soc       Date:  2004-03-10       Impact factor: 15.419
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  7 in total

1.  Effects of Noncovalent Interactions on the Catalytic Activity of Unsupported Colloidal Palladium Nanoparticles Stabilized with Thiolate Ligands.

Authors:  May S Maung; Young-Seok Shon
Journal:  J Phys Chem C Nanomater Interfaces       Date:  2017-09-06       Impact factor: 4.126

2.  Influence of Graphene Oxide Supports on Solution-Phase Catalysis of Thiolate-Protected Palladium Nanoparticles in Water.

Authors:  Vivian Chen; Hanqing Pan; Roxanne Jacobs; Shahab Derakhshan; Young-Seok Shon
Journal:  New J Chem       Date:  2016-11-11       Impact factor: 3.591

3.  Water-soluble Pd nanoparticles synthesized from ω-carboxyl-S-alkanethiosulfate ligand precursors as unimolecular micelle catalysts.

Authors:  Diego J Gavia; May S Maung; Young-Seok Shon
Journal:  ACS Appl Mater Interfaces       Date:  2013-11-22       Impact factor: 9.229

4.  Alkanethiolate-capped palladium nanoparticles for selective catalytic hydrogenation of dienes and trienes.

Authors:  Ting-An Chen; Young-Seok Shon
Journal:  Catal Sci Technol       Date:  2017-09-20       Impact factor: 6.119

Review 5.  Synthesis of Alkanethiolate-Capped Metal Nanoparticles Using Alkyl Thiosulfate Ligand Precursors: A Method to Generate Promising Reagents for Selective Catalysis.

Authors:  Khin Aye San; Young-Seok Shon
Journal:  Nanomaterials (Basel)       Date:  2018-05-18       Impact factor: 5.076

6.  Effects of lipid bilayer encapsulation and lipid composition on the catalytic activity and colloidal stability of hydrophobic palladium nanoparticles in water.

Authors:  Dominick D Ortega; Nicholas Pavlakovich; Young-Seok Shon
Journal:  RSC Adv       Date:  2022-08-09       Impact factor: 4.036

7.  Water-Soluble Noble Metal Nanoparticle Catalysts Capped with Small Organic Molecules for Organic Transformations in Water.

Authors:  Al-Mahmnur Alam; Young-Seok Shon
Journal:  ACS Appl Nano Mater       Date:  2021-04-13
  7 in total

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