Literature DB >> 34433997

Ligand Rearrangement Leads to Tetrahydrothiophene-Functionalized N,S-Heterocyclic Carbene Palladium(II) Complexes.

Andrew M Romine1, Matthew J Demer1, Milan Gembicky2, Arnold L Rheingold2, Keary M Engle1.   

Abstract

Tetrahydrothiophene-functionalized N,S-heterocyclic carbene palladium(II) complexes are synthesized through an unexpected rearrangement that proceeds with palladium(II) trifluoroacetate and not with palladium(II) acetate, palladium(II) bromide, or palladium(II) chloride. A series of these complexes were isolated and characterized by X-ray crystallography. The mechanism of formation of these [3.2.1]-palladabicycles was explored, and the catalytic capabilities of these complexes were demonstrated in representative C-C coupling reactions.

Entities:  

Year:  2021        PMID： 34433997      PMCID： PMC8382225          DOI： 10.1021/acs.organomet.1c00041

Source DB:  PubMed          Journal:  Organometallics        ISSN： 0276-7333            Impact factor:   3.837


  35 in total

1.  Quantifying and understanding the electronic properties of N-heterocyclic carbenes.

Authors:  David J Nelson; Steven P Nolan
Journal:  Chem Soc Rev       Date:  2013-08-21       Impact factor: 54.564

2.  Syntheses and catalytic activities of pseudo-pincer and CSC pincer-type Pd(II) complexes derived from benzannulated N-heterocyclic carbenes.

Authors:  Han Vinh Huynh; Dan Yuan; Yuan Han
Journal:  Dalton Trans       Date:  2009-07-31       Impact factor: 4.390

3.  Palladium(II) Weak-Link Approach Complexes Bearing Hemilabile N-Heterocyclic Carbene-Thioether Ligands.

Authors:  Yuan Liu; Zachary S Kean; Andrea I d'Aquino; Yashin D Manraj; Jose Mendez-Arroyo; Chad A Mirkin
Journal:  Inorg Chem       Date:  2017-05-04       Impact factor: 5.165

Review 4.  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

Review 5.  N-Heterocyclic Carbene Complexes in C-H Activation Reactions.

Authors:  Qun Zhao; Guangrong Meng; Steven P Nolan; Michal Szostak
Journal:  Chem Rev       Date:  2020-01-22       Impact factor: 60.622

6.  Mesoionic and Related Less Heteroatom-Stabilized N-Heterocyclic Carbene Complexes: Synthesis, Catalysis, and Other Applications.

Authors:  Ángela Vivancos; Candela Segarra; Martin Albrecht
Journal:  Chem Rev       Date:  2018-07-17       Impact factor: 60.622

7.  Synthetic and Mechanistic Studies of a Versatile Heteroaryl Thioether Directing Group for Pd(II) Catalysis.

Authors:  Jason S Chen; Andrew M Romine; Kin S Yang; Malkanthi K Karunananda; Keary M Engle
Journal:  ACS Catal       Date:  2019-07-02       Impact factor: 13.084

8.  Palladium(II)-catalyzed oxidative C-H/C-H cross-coupling of heteroarenes.

Authors:  Peihua Xi; Fan Yang; Song Qin; Dongbing Zhao; Jingbo Lan; Ge Gao; Changwei Hu; Jingsong You
Journal:  J Am Chem Soc       Date:  2010-02-17       Impact factor: 15.419

9.  Palladium(II) Complexes with N-Phosphanyl-N-heterocyclic Carbenes as Catalysts for Intermolecular Alkyne Hydroaminations.

Authors:  Dario Franco; Anatoliy Marchenko; Georgyi Koidan; Anastasiia N Hurieva; Aleksandr Kostyuk; Andrea Biffis
Journal:  ACS Omega       Date:  2018-12-20

Review 10.  Sulfur-functionalized N-heterocyclic carbene complexes of Pd(II): syntheses, structures and catalytic activities.

Authors:  Dan Yuan; Han Vinh Huynh
Journal:  Molecules       Date:  2012-03-01       Impact factor: 4.411
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  1 in total

Review 1.  Recent Advances in Catalysis Involving Bidentate N-Heterocyclic Carbene Ligands.

Authors:  Abdollah Neshat; Piero Mastrorilli; Ali Mousavizadeh Mobarakeh
Journal:  Molecules       Date:  2021-12-24       Impact factor: 4.411
  1 in total

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