THE CORRELATION BETWEEN THE C(2)C(2′) SINGLE BOND LENGTHS OF THE TRANSITION STATES AND BARRIERS TO ROTATION AROUND THE C(2)C(2′) DOUBLE BOND OF GROUND STATES IN THE CONFIGURATIONAL ISOMERIZATION OF 2-ALKYLIDENE-4-OXOTHIAZOLIDINES

17th International Conference on Fundamental and Applied Aspects of Physical Chemistry (Proceedings, Volume I) (2024) [G-05-P, pp. 265-268]

AUTHOR(S) / АУТОР(И): Aleksandar Rašović and Vladimir A. Blagojević

Download Full Pdf   

DOI: 10.46793/Phys.Chem24I.264R

ABSTRACT / САЖЕТАК:

Our previous works reported that the barriers to rotation (DG) around the C(2)C(2′) double the ground states (GS) as well as C(2)C(2′) single bond lengths of transition states (TS) in the configurational isomerization of thiazolidines 12 are efficient parameters using quantifying their pushpull effect both under the same and different solvent conditions. Since they follow similar trends, this work reports achieved good linear correlations between these parameters.

KEYWORDS / КЉУЧНЕ РЕЧИ:

ACKNOWLEDGEMENT / ПРОЈЕКАТ:

This work was supported by the Ministry of Education, Science and Technological Development of the Republic of Serbia (grant no 451-03-66/2024-03/200026).

REFERENCES / ЛИТЕРАТУРА:

  • J. Sandström, Top. Stereochem., 14 (1983) 83-181.
  • E. Kleinpeter, J. Serb. Chem. Soc., 71 (2006) 1-17.
  • A. Rašović, V. Blagojević, M. Baranac-Stojanović, E. Kleinpeter, R. Marković, D. M. Minić, New J. Chem., 40 (2016) 6364-6373.
  • Baranac-Stojanović, U. Klaumünzer, R. Marković and E. Kleinpeter, Tetrahedron, 66 (2010) 8958-8967.
  • A. Rašović and V. A. Blagojević, The barriers to rotation around the C=C bond by the means to quantify the pushpull effect of the broader series of selected 2-alkylidene-4-oxothiazolidines under different solvent conditions: Proceedings of the 15th International Conference on Fundamental and Applied Aspects of Pysical Chemistry, September 20-24, Belgrade, Physical Chemistry, (2021) 359-362.
  • A. Rašović, M. Stojanović and V. A. Blagojević, The correlation between the C=C bond lengths and its barriers to rotation: en route to quantify the pushpull effect of 2-alkylidene-4- oxothiazolidines under solvent conditions: Proceedings of the 16th International Conference on Fundamental and Applied Aspects of Pysical Chemistry, September 26-30, Belgrade, Physical Chemistry, (2022) 311-314.
  • A. Rašović and V. A. Blagojević, An extended study of the application of the barriers to rotation around the C=C bond of 2-alkylidene-4-oxothiazolidines to quantify their pushpull effect under solvent conditions: Proceedings of the International Conference on Fundamental and Applied Aspects of Pysical Chemistry, September 23-27, Belgrade, Physical Chemistry, 2024.
  • A. Rašović and V. A. Blagojević, The C(2)C(2′) single bond lengths of the transition states in the configurational isomerization of 2-alkylidene-4-oxothiazolidines by the means to quantify their pushpull effect under solvent conditions: Proceedings of the 17th International Conference on Fundamental and Applied Aspects of Pysical Chemistry, September 23-27, Belgrade, Physical Chemistry, 2024.