Literature DB >> 18651732

Finding the proton in a key intermediate of anti-Markovnikov alkyne hydration by a bifunctional catalyst.

Douglas B Grotjahn1, Elijah J Kragulj, Constantinos D Zeinalipour-Yazdi, Valentín Miranda-Soto, Daniel A Lev, Andrew L Cooksy.   

Abstract

The secondary structure of a bifunctional catalyst positions a crucial reactive proton in the final intermediate of anti-Markovnikov alkyne hydration to give an aldehyde. NMR coupling and isotopic labeling studies elucidate the location of this proton and its involvement in hydrogen bonding.

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Year:  2008        PMID: 18651732     DOI: 10.1021/ja803106z

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


  5 in total

1.  All kinds of reactivity: recent breakthroughs in metal-catalyzed alkyne chemistry.

Authors:  Cecilia Anaya de Parrodi; Patrick J Walsh
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

2.  Is the tungsten(IV) complex (NEt4)2[WO(mnt)2] a functional analogue of acetylene hydratase?

Authors:  Matthias Schreyer; Lukas Hintermann
Journal:  Beilstein J Org Chem       Date:  2017-11-02       Impact factor: 2.883

3.  Harnessing non-covalent interactions to exert control over regioselectivity and site-selectivity in catalytic reactions.

Authors:  Holly J Davis; Robert J Phipps
Journal:  Chem Sci       Date:  2016-10-05       Impact factor: 9.825

4.  Pyridine Wingtip in [Pd(Py-tzNHC)2]2+ Complex Is a Proton Shuttle in the Catalytic Hydroamination of Alkynes.

Authors:  Miha Virant; Mateja Mihelač; Martin Gazvoda; Andrej E Cotman; Anja Frantar; Balazs Pinter; Janez Košmrlj
Journal:  Org Lett       Date:  2020-01-30       Impact factor: 6.005

Review 5.  An Overview of Significant Achievements in Ruthenium-Based Molecular Water Oxidation Catalysis.

Authors:  Jayneil M Kamdar; Douglas B Grotjahn
Journal:  Molecules       Date:  2019-01-30       Impact factor: 4.411

  5 in total

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