Kinetics of [2+2] cycloadditions of 2,2-bis(trifluoromethylethylene-1,1-dicarbonitrile with enol ethers, 1,1-dimethylbutadiene, and allyltrimethylsilane
✍ Scribed by Reinhard Brückner; Rolf Huisgen
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- French
- Weight
- 241 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0040-4039
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## Abstract The title compound (short version: BTE) occurs in (__E__)‐ and (__Z__)‐isomers (both with b.p. of __ca.__ 100°) which equilibrate with nucleophilic catalysts. Both undergo (2+2) cycloadditions with methyl vinyl ether at 25°. Three stereogenic centers in the cyclobutanes led to four __ra
The effects of substituents and solvent variation on the rate constants are in harmony with a concerted cycloaddition. In the preceding communication we described reactions of 2,2-bis(trifluoromethyl)ethylene-1 ,I-dicarbonitrile (BTF; 1) with styrenes 2 2. By rapid reversible Diels-Alder additions w