Transmission of Electronic Effects Through C yclopropane 11.-Comparative Modulation of 'H Chemical Shifts by Aryloxy and Aryl Siibstituents in 2-(Donor)-l-(acceptor)cyclopropanes'~ Miguel E.
Transmission of electronic effects through 2-[donor]-1-[acceptor]-cyclopropane
✍ Scribed by Miguel E. Alonso; Sarah V. Pekerar; Maria L. Borgo
- Publisher
- John Wiley and Sons
- Year
- 1990
- Tongue
- English
- Weight
- 664 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0749-1581
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
The through‐ring conjugation between π‐donor and attractor substitutents on vicinal carbons of cyclopropane with the direct participation of the ring was assessed using proton and ^13^C NMR. Appropriate ^1^H NMR correlations were obtained between σp and δH of the trimethylene protons. However, aryl through‐space field effects were found to obscure individual conjugative effects. Conversely, the ^13^C NMR data implied the occurrence of competitive conjugation of π‐groups with the ring but gave no proof for the existence of the actual transmission of conjugative effects through the C‐1–C‐2 bond of the ring.
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