ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
13C-NMR. sepctra of 37 4-substituted quinuclidinium perchlorates, 15 4-substituted quinuclidines and the corresponding 1-methylquinuclidinium iodides have been measured. The chemical shifts δ for all compounds lie in the expected range. No correlation is found between δ and the inductive substituent constant σIq of the substituent. Abnormal shift differences between quinuclidines bearing a nucleofugal group and the corresponding protonated or N-methylated quinuclidinum salt are observed for the bridgehead carbon C(4). These differences are ascribed to incipient fragmentation, i.e. C, C-hyperconjugation in the ground state.
Additional Material:
4 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19780610730
