3,3'-Bicyclopropenyl (1) was synthesized from a new isomer 3 of 1 -chloro-2-(2-chloro-3-trimethylsilyicycloprop-1 -yl)-3-trimethylsilylcyclopropanes, which was formed by ene dimerization of 1-chloro-3-trimethylsilylcyclopropene (2) foUowed by reduction with diimide. Compoumd 2 was generated by debro
Synthesis and thermolysis of 3-substituted 3-trimethylsilylcyclopropenes
โ Scribed by Tina L. Arrowood; Steven R. Kass
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 546 KB
- Volume
- 55
- Category
- Article
- ISSN
- 0040-4020
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โฆ Synopsis
The synthesis of 3-substituted-3-(trimethylsilyl)cyclopropenes (X = CO2Et, CHO, CN) is described. Their acid sensitivity and thermal stability was probed and the reaction products were identified. In one case, a novel rearrangement to a Dewar furan maybe involved and this pathway was explored via kinetics and computations.
๐ SIMILAR VOLUMES
3-Methyl-3-trimethylsilylcyclopropene (1) was preparedby reacting(.Z)-3-trimethy lsilyl-2-butenylcbloride (5) with sodiumamide. This compound(1) was convertedto l,2-dibenzoyl-3 -metiyl-3-trimethyIsilylcyclopro~ne(2), a rare exampleof an isolablecyclopropenewith two electronwithdrawinggroupsat the vi
5-Aatdo-l-phanyltrletolss (4) can themelly iraattite to diato aubstftutrd tttraxolee (1, or docospoec to l lkylidenetriaaenem (8) depending on the nature of the eubaticucac et the l-poaitioa. Tha fotarr are obtained for electron-vithdreving