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Collect. Czech. Chem. Commun. 2005, 70, 198-222
https://doi.org/10.1135/cccc20050198

Kinetic Study of Alkaline Hydrolysis of Substituted Phenyl Tosylates. XXII. Variation of Ortho Substituent Effect with Solvent

Vilve Nummert, Mare Piirsalu*, Marika Lepp, Vahur Mäemets and Ilmar Koppel

Institute of Chemical Physics, Tartu University, Jakobi 2, 51014 Tartu, Estonia

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  • Nummert Vilve, Piirsalu Mare, Toom Lauri, Kesvatera Tõnu, Leito Ivo, Koppel Ilmar A.: Effect of charged and ortho substituents on 17O NMR chemical shifts of substituted phenyl tosylates in DMSO. J of Physical Organic Chem 2018, 31. <https://doi.org/10.1002/poc.3870>
  • Nummert Vilve, Piirsalu Mare, Vahur Signe, Toom Lauri, Leito Ivo, Koppel Ilmar A.: Effects of neutral and charged substituents on the infrared carbonyl stretching frequencies in phenyl and alkyl benzoates in DMSO. J. Phys. Org. Chem. 2017, 30, e3608. <https://doi.org/10.1002/poc.3608>
  • Nummert Vilve, Piirsalu Mare, Koppel Ilmar A.: Prediction of ortho substituent effect in alkaline hydrolysis of substituted phenyl benzoates in aqueous acetonitrile. J. Phys. Org. Chem. 2013, 26, 352. <https://doi.org/10.1002/poc.3096>
  • Nummert Vilve, Piirsalu Mare, Koppel Ilmar A.: Prediction of ortho substituent effect in alkaline hydrolysis of phenyl esters of substituted benzoic acids in aqueous acetonitrile. cent.eur.j.chem. 2013, 11, 1964. <https://doi.org/10.2478/s11532-013-0321-5>
  • Nummert Vilve, Mäemets Vahur, Piirsalu Mare, Koppel Ilmar A.: 17O NMR studies of ortho‐substituent effects in substituted phenyl tosylates. Magnetic Reson in Chemistry 2012, 50, 696. <https://doi.org/10.1002/mrc.3864>
  • Nummert Vilve, Piirsalu Mare, Koppel Ilmar A.: Influence of solvent on the ortho substituent effect in the alkaline hydrolysis of phenyl esters of substituted benzoic acids. J of Physical Organic Chem 2010, 23, 497. <https://doi.org/10.1002/poc.1628>
  • Garanin Evgeny M., Tolmachev Yuriy V., Hoover Robert R., Adas Sonya, Bunge Scott D., Gangoda Mahinda, Khitrin Anatoly K., Woods Stephan M., Malkovskiy Andrey, Solak Nulifer, Wesdemiotis Chrys: Stability and Ring-Shift Tautomerization of Cyclic Anhydrides of Benzenehexasulfonic Acid. J. Org. Chem. 2010, 75, 4860. <https://doi.org/10.1021/jo1005526>
  • Kuroda Jun‐ichi, Inamoto Kiyofumi, Hiroya Kou, Doi Takayuki: N‐Heterocyclic Carbene Derived Nickel–Pincer Complexes: Efficient and Applicable Catalysts for Suzuki–Miyaura Coupling Reactions of Aryl/Alkenyl Tosylates and Mesylates. Eur J Org Chem 2009, 2009, 2251. <https://doi.org/10.1002/ejoc.200900067>
  • Nummert Vilve, Piirsalu Mare, Vahur Signe, Travnikova Oksana, Koppel Ilmar A.: Kinetic study of hydrolysis of benzoates. part xxvii. ortho substituent effect in alkaline hydrolysis of phenyl esters of substituted benzoic acids in aqueous Bu4NBr. Collect. Czech. Chem. Commun. 2009, 74, 29. <https://doi.org/10.1135/cccc2008019>
  • Exner Otto, Böhm Stanislav: Analysis of the Ortho Effect: Basicity of 2-Substituted Benzonitriles. Collect. Czech. Chem. Commun. 2006, 71, 1239. <https://doi.org/10.1135/cccc20061239>
  • Nummert Vilve, Piirsalu Mare, Koppel Ilmar A.: Kinetic Study of Hydrolysis of Benzoates. Part XXVI. Variation of the Substituent Effect with Solvent in Alkaline Hydrolysis of Substituted Alkyl Benzoates. Collect. Czech. Chem. Commun. 2006, 71, 1557. <https://doi.org/10.1135/cccc20061557>
  • Nummert Vilve, Piirsalu Mare, Mäemets Vahur, Koppel Ilmar: Kinetic study of hydrolysis of benzoates. Part XXIV—Variation of the ortho substituent effect with solvent in the alkaline hydrolysis of substituted phenyl benzoates. J of Physical Organic Chem 2005, 18, 1138. <https://doi.org/10.1002/poc.967>