Journal of Physical Organic Chemistry

Cover image for Vol. 29 Issue 6

Editor-in-Chief: Luis Echegoyen

Impact Factor: 1.38

ISI Journal Citation Reports © Ranking: 2014: 37/58 (Chemistry Organic); 98/139 (Chemistry Physical)

Online ISSN: 1099-1395

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JPOC Award for Early Excellence

Adam Braunschweig

Congratulations to the 2015 Award winner: Adam Braunschweig

Assistant Professor of Chemistry in the UM College of Arts & Sciences Adam Braunschweig creates structures intended to mimic the cell surface, building minute machines atom by atom. His pioneering and painstaking work has been recognized by the Journal of Physical Organic Chemistry, which awarded him the 2015 Award for Early Excellence in Physical Organic Chemistry.



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  1. Vibrational spectra, conformational properties and argon matrix photochemistry of diacetyl diselenide, CH3C(O)Se2C(O)CH3

    Jovanny A. Gómez Castaño, Rosana M. Romano, Ana R. Salamanca, Germán Amésquita, Helmut Beckers, Helge Willner and Carlos O. Della Védova

    Version of Record online: 31 MAY 2016 | DOI: 10.1002/poc.3587

    Thumbnail image of graphical abstract

    Bis(acetyl)diselenide ▪ CH3C(O)Se▪2 was prepared for the first time. Molecular characterization was performed by GC-MS, FTIR, FTRaman and Ar-matrix isolation-photochemistry experiments, in conjunction with DFT and ab-initio calculations. Gas phase composition at 298K was presented as a conformational equilibrium between two structures: a(C2) and b(C1). Major stability of conformer C2 was rationalized by means of hyperconjugative interactions involving nO, nSe, ▪ CO, ▪ *C-C, and ▪ *SeC orbitals. UV-vis photolysis of molecule trapped in solid argon brings about H2CCO, OCSe and CH3SeH.

  2. Quantification of the nucleophilic reactivity of nicotine

    Peter A. Byrne, Shinjiro Kobayashi, Martin Breugst, Hans Laub and Herbert Mayr

    Version of Record online: 31 MAY 2016 | DOI: 10.1002/poc.3580

    Thumbnail image of graphical abstract

    The pyridine ring in nicotine reduces the nucleophilicity and Lewis basicity of the pyrrolidine nitrogen to such an extent that benzhydrylium ions react selectively at the pyridine nitrogen of nicotine.

  3. Solvent network at the transition state in the solvolysis of hindered sulfonyl compounds

    Mykyta Iazykov, Ludmila Rublova, Moisés Canle L. and J. Arturo Santaballa

    Version of Record online: 27 MAY 2016 | DOI: 10.1002/poc.3588

    Thumbnail image of graphical abstract

    Mechanistic details of X-ArSO2Cl solvolytic processes at sulphur are discussed. Reaction order increases with the molecular volume of the nucleophile and is not related uniquely to the electronic nature of the X group. Alcoholysis is SN2 with cyclic (unbranched alcohols) or linear (branched alcohols) TSs involving a solvent network that mimics a general base catalysis process.

  4. Halogen bonding in biological context: a computational study of D2 dopamine receptor

    Adriano M. Luchi, Emilio L. Angelina, Sebastián A. Andujar, Ricardo D. Enriz and Nélida M. Peruchena

    Version of Record online: 25 MAY 2016 | DOI: 10.1002/poc.3586

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    Halogen Bond (X-bond) interactions formed by halogenated ligands (LX) at the Dopamine Receptor D2 binding pocket (DRD2) were studied by Molecular Dynamics (MD) and charge density (QTAIM) analysis. The X-bonds were contrasted with the Hydrogen Bond (H-bond) interactions established by hydroxylated analogs (LOH, where X was replaced by OH). The results suggest a possible role of the X-bond as a protein secondary structure modulator because of the ability of the halogen to interact with the protein backbone.

  5. Lipase catalysed conversion of triglycerides to amides in liquid ammonia

    Joseph M. Griffin, John H. Atherton, Michael I. Page and Nicholas T. Powles

    Version of Record online: 25 MAY 2016 | DOI: 10.1002/poc.3583

    Thumbnail image of graphical abstract

    The image shows the use of enzymes in pure liquid ammonia, exemplifying both catalysis and selectivity.

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