FAR INFRARED STUDIES OF PSEUDOROTATION IN FIVE-MEMBERED RINGS.

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1965

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Ohio State University

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Abstract

The far infrared spectra of a number of five-membered ring compounds have been investigated. Twenty-three Q branches have been observed in the far infrared spectrum of tetrahydrofuran.1 The transitions which give rise to the Q branches belong to two series of pseudorotational levels with identical effective reduced masses. Possible explanations of these two series will be discussed with reference to microwave evidence.2 Pyrrolidine,2 N-deutero pyrrolidine, and tetrahydrothiophene have also been investigated. Preliminary results indicate that free pseudorotation exists in pyrrolidine as in tetrahydrofuran. Pseudorotation in tetrahydrothiophene is probably hindered.

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Supported in part by the National Science Foundation. 1 W. J. Lafferty, D.W. Robinson, R. V. St. Louis, J.W. Russell, and H. L. Strauss, J. Chem. Phys., April 15, 1965. 2 Paper by G. G. Engerholm, D. O. Harris, and W. D. Gwinn, this Symposium. 3 We wish to thank Dr. Robinson for sending us a preliminary spectrum of pyrrolidine.


Author Institution: Department of Chemistry, University of California

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