Literature DB >> 17309303

Dynamic 1H NMR study of the barrier to rotation about the C-N bond in primary carbamates and its solvent dependence.

Ali Reza Modarresi-Alam1, Parisa Najafi, Mohsen Rostamizadeh, Hossein Keykha, Hamid-Reza Bijanzadeh, Erich Kleinpeter.   

Abstract

The dynamic 1H NMR study of some primary carbamates in the solvents CDCl3 and CD3COCD3 between 183 and 298 K is reported. The free energies of activation, thus obtained (12.4 to 14.3 kcal mol-1), were attributed to the conformational isomerization about the N-C bond. These barriers to rotation show solvent dependence in contrast to the tertiary analogues and are lower in free energy by ca. 2-3 kcal mol-1.

Entities:  

Year:  2007        PMID： 17309303     DOI： 10.1021/jo061301f

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  4 in total

1.  New approaches towards the synthesis of 1,2,3,4-tetrahydro isoquinoline-3-phosphonic acid (TicP).

Authors:  José Luis Viveros-Ceballos; Lizeth A Matías-Valdez; Francisco J Sayago; Carlos Cativiela; Mario Ordóñez
Journal:  Amino Acids       Date:  2021-03-01       Impact factor: 3.520

2.  Concerning selectivity in the oxidation of peptides by dioxiranes. Further insight into the effect of carbamate protecting groups.

Authors:  Cosimo Annese; Lucia D'Accolti; Marta De Zotti; Caterina Fusco; Claudio Toniolo; Paul G Williard; Ruggero Curci
Journal:  J Org Chem       Date:  2010-07-16       Impact factor: 4.354

3.  Structural and Conformational Studies on Carboxamides of 5,6-Diaminouracils-Precursors of Biologically Active Xanthine Derivatives.

Authors:  Daniel Marx; Gregor Schnakenburg; Stefan Grimme; Christa E Müller
Journal:  Molecules       Date:  2019-06-09       Impact factor: 4.411

4.  2,3-Diaminopropanols Obtained from d-Serine as Intermediates in the Synthesis of Protected 2,3-l-Diaminopropanoic Acid (l-Dap) Methyl Esters.

Authors:  Andrea Temperini; Donatella Aiello; Fabio Mazzotti; Constantinos M Athanassopoulos; Pierantonio De Luca; Carlo Siciliano
Journal:  Molecules       Date:  2020-03-13       Impact factor: 4.411
  4 in total

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