The steric effect of o-methyl groups is much more pronounced for N-alkylation with Mel, Etl, and PriI or aza-aromatic compounds than for S-alkylation of heterocyclic thiones. This is explained by comparison of van der Waals interactions in the transition states of chosen homomorphic systems; an angular transition state is shown to conform with the measured kinetic constants.
M. Arbelot, M. Chanon, R. Gallo, C. Roussel, J. Metzger and M. Begtrup, J. Chem. Soc., Perkin Trans. 2, 1977, 1169 DOI: 10.1039/P29770001169
To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.
If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.
If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.
Read more about how to correctly acknowledge RSC content.
Please wait while we load your content...