Abstract
The potential surface of 1,2-dimethylcyclobutane is investigated with respect to fragmentation and isomerization by the semiempirical MO method SINDO1. Energy and geometry of eight transition states and four intermediates are determined for the nonconcerted fragmentations under optimization of all internal coordinates. We find that symmetric cleavage ofcis-dimethylcyclobutane is the most favored process leading to fragmentation. Whereas the symmetric elimination involves two different barrier heights, the asymmetric elimination involves only two equal barrier heights. The possibility of isomerization ofcis- totrans- dimethylcyclobutane was also studied and revealed two different barrier heights lower than the corresponding heights for fragmentation.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Nanda, D. N., Jug. K.: Theoret. Chim. Acta (Berl.)57, 95 (1980);
Jug, K., Nanda, D. N.: Theoret. Chim. Acta (Berl.)57, 107 (1980)
Jug, K., Müller, P. L.: Theoret. Chim. Acta (Berl.)59, 365 (1981)
Jug, K., Dwivedi, C. P. D.: Theoret. Chim. Acta (Berl.)59, 357 (1981)
Chickos, J. S., Wang, Y. S.: J. Org. Chem., in press
Gerberich, H. R., Walters, W. D.: J. Am. Chem. Soc.83, 3935, 4884 (1961)
Jug, K.: J. Am. Chem. Soc.99, 7800 (1977)
Jug, K.: Theoret. Chim. Acta (Berl.)51, 331 (1979)
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Jug, K., Dwivedi, C.P.D. Fragmentation and isomerization of 1,2-dimethylcyclobutane. Theoret. Chim. Acta 60, 73–78 (1981). https://doi.org/10.1007/BF00554388
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00554388