• Issue

    Journal of Physical Organic Chemistry: Volume 20, Issue 7

    i-iv, 439-531
    July 2007

Contents

Contents

  • Pages: i-iv
  • First Published: 29 May 2007

Editorials

Free Access

Editorial

  • Page: 439
  • First Published: 29 May 2007

Research Articles

Role of cationic gemini surfactants toward enhanced ninhydrin–tryptophan reaction

  • Pages: 440-447
  • First Published: 09 May 2007
Role of cationic gemini surfactants toward enhanced ninhydrin–tryptophan reaction

The effect of gemini surfactants on the kinetics and mechanism of ninhydrin-DL-tryptophan reaction indicate that formation of larger micellar aggregates are responsible for rate enhancement.

Cation sitting in aromatic cages: ab initio computational studies on tetramethylammonium–(benzene)n (n=3–4) complexes

  • Pages: 448-453
  • First Published: 17 April 2007
Cation sitting in aromatic cages: ab initio computational studies on tetramethylammonium–(benzene)n (n=3–4) complexes

Our study on TMA-(benzene)n (n = 1–4) complexes revealed a cation could stably sit in an aromatic cage. The more the cage has aromatic monomers, the stronger the binding strength. In details, additivities of both the geometries and the binding energies were observed, providing an easy and accurate way to evaluate the binding between a cationic ligand and an aromatic cage in protein.

Revision of the dual substituent parameter treatment using the DFT-calculated reaction energies

  • Pages: 454-462
  • First Published: 29 April 2007
Revision of the dual substituent parameter treatment using the DFT-calculated reaction energies

The popular DSP correlation with σI and σR was revised using the DFT-calculated acidities and some experimental data from the literature. The DSP treatment is acceptable only for donor substituents, for acceptors there is no dependence on σR.

Computational studies of the cyclization of thiosemicarbazides

  • Pages: 463-468
  • First Published: 29 April 2007
Computational studies of the cyclization of thiosemicarbazides

4-ethoxycarbonylmethyl-1-(4-methyl-1,2, 3-thiadiazol-5-ylcarbonyl) thiosemicarbazide undergoes cyclization in a single step to 4-methyl-N-(4-oxo-2-thioxoimidazolidin-3-yl)-1,2,3-thiadiazole-5-carboxamide under reflux conditions in anhydrous acetic acid.

Investigation of cation complexation behavior of azacrown ether substituted benzochromene

  • Pages: 469-483
  • First Published: 29 April 2007
Investigation of cation complexation behavior of azacrown ether substituted benzochromene

The study of the complex formation of 3,3-diphenyl-3H-benzo[f]chromenes containing aza-18-crown-6-ether, diaza-18-crown-6-ether or morpholine units with alkali, alkaline earth, heavy and transition metal cations in acetonitrile is reported.

Reactivities of acridine compounds in hydride transfer reactions

  • Pages: 484-490
  • First Published: 09 May 2007
Reactivities of acridine compounds in hydride transfer reactions

Reactivities of acridine derivatives (1a+, 1b+, 1c+) have been compared quantitatively for hydride transfer reactions with, 2Ha–h. Each of acridine derivatives gives a linear Brønsted plot for hydride transfer reactions. The experimental slopes were compared with those obtained by Marcus theory.

Energetic and structural characterization of 2-R-3-methylquinoxaline-1,4-dioxides (R = benzoyl or tert-butoxycarbonyl): experimental and computational studies

  • Pages: 491-498
  • First Published: 09 May 2007
Energetic and structural characterization of 2-R-3-methylquinoxaline-1,4-dioxides (R = benzoyl or tert-butoxycarbonyl): experimental and computational studies

The strength of the NO bonds in two 2-R-3-methylquinoxaline-1,4-dioxides is presented. NO bond dissociation enthalpies are not associated to NO bond lengths. NO bond strength is correlated with the type of atoms in the substituent directly attacted to the quinoxaline ring but not by the group's stereoelectronic characteristics.

Inclusion complexes of estrone and estradiol with β-cyclodextrin: Voltammetric and HPLC studies

  • Pages: 499-505
  • First Published: 29 April 2007
Inclusion complexes of estrone and estradiol with β-cyclodextrin: Voltammetric and HPLC studies

The interaction of estrone and estradiol with β-cyclodextrins was investigated by differential pulse voltammetry and high-performance liquid chromatography in mixed media. Differences in association constant of these steroids with β-cyclodextrin and co-solvent effect are discussed.

Experimental evidence of chiral crown ether complexation with aromatic amino acids

  • Pages: 506-513
  • First Published: 29 April 2007
Experimental evidence of chiral crown ether complexation with aromatic amino acids

The complexation of L and D enantiomers of phenylglycine, phenylalanine and tryptophan with D-mannonaphto-crown-6-ether was studied by NMR and ITC in methanol solution at 298.15 K. The thermodynamic parameters, Ks, ΔG, ΔH°, and TΔS were determined with the aid of ITC. In contrast to aqueous medium, the chiral discrimination is observed.

Minimum electrophilicity principle in photocycloaddition formation of oxetanes

  • Pages: 514-524
  • First Published: 09 May 2007
Minimum electrophilicity principle in photocycloaddition formation of oxetanes

The regio- and stereoselectivity of some Paternó-Büchi reactions are studied within a density functional framework with B3LYP exchange-correlation energy functional and 6-31G** basis set.