the independent rings which comprise the compound. I.r. and Raman spectra were recorded, and a vibrational analysis was performed on the spectral quantities. The standard thermodynamic properties in the ideal-gas state were calculated in the temperature range 100 K to 1000 K. The calculated standard
Thermodynamic rearrangement of the pentacyclo[5.4.0.02,6.03,10.05,9]undecane skeleton
✍ Scribed by Kata Mlinarić-Majerski; Jelena Veljković; Alan P. Marchand; Bishwajit Ganguly
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 375 KB
- Volume
- 54
- Category
- Article
- ISSN
- 0040-4020
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✦ Synopsis
Reaction of Pentaeyclo[5.4.0.02,6.03'10.05'9]
undecmle-8,l l-dione (l) with ethanedithiol, when performed in the presence of a Lewis acid catalyst (F3B-OEt2), afforded the corresponding mono(ethylene dithioacetal), 2, along with 7,8-[(thicethano)thio]pentacyclo[6.3.0.02,6.03, lO.05,9]undecan-l 1-one mono(ethylene dithioacetal) (3). Raney nickel reduction of 2 resulted in hydrogenolysis of both the dithioacetal moiety and the cyclobutane ring in 2 and led to the formation of a complex mixture of products (7-10). In contrast to this result, Raney nickel reduction of 3 afforded a single product, i.e., 7,8-[(thioethano)thio]pentacyclo [6.3.0.02.6.03,10.05,9]tmdecane (It)in 35% yield.
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