Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,320 (Yen only)
Period: This Article can be accessed for 7 days.

Review | Regular issue | Vol 19, No. 1, 1982, pp.93-109
Published online, 1st January, 1970
DOI: 10.3987/R-1982-01-0093
Backdonation and Interrelationships between 15N, 13C Chemical Shifts and Infrared Absorption Frequencies in Heterocyclic N-Oxides

William W. Paudler and Misa V. Jovanovic

*Department of Chemistry, Portland State University, Portland, Oregon 97207, U.S.A.

Abstract

1) A relationship has been shown to exist between the 15N chemical shifts of a number of N-oxides and their υNO absorption frequencies.
2) A similar relationship exists between the σNO ionization potentials of N-oxides and their υNO absorption frequencies.
3) The changes in 15N chemical shifts of these N-oxides are reflected in changes of the 13C chemical shifts of the carbons α to the N-oxide function.
4) By comparing the 15N chemical shift changes of the N-oxides and their oxygen protonated analogs, a measure of the extent of backdonation, relatable to the π-deficiency of the N-oxides, has been established.
5) The steric inhibition to backdonation in some appropriately di-substituted N-oxides has been estimated by means of their υNO frequencies and changes in the 13C chemical shifts of the α-carbons.