Condensation Reactions of 1,3-Dimethyl-6H-cyclohepta[c] thiophen-6-one
✍ Scribed by Priv.-Doz. Dr. Gunther Seitz; Heinrich Mönnighoff
- Publisher
- John Wiley and Sons
- Year
- 1970
- Tongue
- English
- Weight
- 236 KB
- Volume
- 9
- Category
- Article
- ISSN
- 0044-8249
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✦ Synopsis
ation of ( / ) is slow and does not interfere with the electrode reaction. Logarithmic analysis of the broad reduction wave, by computer demonstrated two one-electron transitions with similar half-wave potentials a n d equal limiting currents. The difference between the half-wave potentials and EFi2 is 70 mV; this is a measure of the electrostatic repulsion energy of the two electrons in the highestoccupied M O of ( l ) [ l O l . For the hydrocarbon (41, the potential diKerence is 200 mV [81. It becomes intelligible why these potential differences should not be identical if one assumes that ( I ) has a triplet ground state; i.e., the electron correlation for the triplet state leads t o a repulsion energy that is lower than that for the singlet.
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## 2 , : 'H-NMR (CDCI,): 5.93 (dd, J = 10.7. 1.5); 5.67 6a. 7.7,8,octun-S-oiir @a): 'H-NMR (CDCI,): 3.98, 3.78 ( A R , . 0 ] o l l a l r (9a): ' H-N MR (CDCI,) : 4.02, 3.65 (.4 R, -c/io.~-aspiro~3.5/nori-X-i~.nr~ (7b): 'H-NMR (CDCI,): 6.04 (d, J = 10.4); 5.63 (d, ( d , J = 10.7);4.I0(dd,J=11.7,1.
## Abstract 2,7‐Disubstituted 3__H__‐azepines (2a–d) are obtained by acidcatalyzed thermolytic deamination of 1,6‐disubstituted 1,6‐diamino‐1,3,5‐hexatrienes 1a–d in moderate yields. The reaction probably involves reversible conjugated enamine ⇌ imine tautomerization indicated by the formation of t
From the mass-analysed ion kinetic energy spectra of labelled ions, kinetic energy releases and thermodynamic data, it is proved that protonated n-propylbenzene (1) isomerizes into protonated isopropylbenzene (2). It is also shown that the dissociation of the less energetic metastable ions of (2), l