100036-08-6Relevant articles and documents
Diels-alder reactions with 2,2-bis (trifluoromethyl)-ethylene-1,1-dicarbonitrile as dienophile
Brueckner, Reinhard,Huisgen, Rolf
, p. 3285 - 3288 (1994)
In the cycloadditions of the title compound BTF to methylated and phenylated butadienes, NMR spectra of adducts allow to draw the demarcation line between [4+2] and [2+2] cycloadditions. 1-Substituted butadienes accept BTF in the direction less hindered by the bulky CF3groups. In rate comparison with TCNE, BTF shows electronic acceleration and steric deceleration.
Reaktion von trans-1-Arylbutadienen und 1,1-Diarylbutadienen mit Tetracyanethylen (TCNE) und 2,2-Bis(trifluormethyl)ethylen-1,1-dicarbonitril (BTF): Kinetische Studie
Drexler, J.,Lindermayer, R.,Hassan, M. A.,Sauer, J.
, p. 2559 - 2562 (2007/10/02)
Kinetic data (substituent effects, solvent effects, activation parameter) are reported for the reactions of trans-1-arylbutadienes 1 and 1,1-diarylbutadienes 3 with TCNE 4 and BTF 5. (2+2)- and (4+2)-cycloadducts 7 respectively 9 can rearrange or undergo cycloreversions with quite different reaction rates depending on the substituent in the aryl-ring.