Département de chimie moléculaire

X-ray crystallog. data are provided for dichloroenol ethers (S,E)-2-(1-(1,2-dichlorovinyloxy)ethyl)-1,3,5-triisopropylbenzene (2) and (S,E)-2-(1-(1,2-dichloroprop-1-enyloxy)ethyl)-1,3,5-triisopropylbenzene (3). The former forms colorless crystals (orthorhombic, P212121 space group) and exhibits the following cell parameters: a 10.212(5); b 10.359(8); c 18.217(6) {\AA}. The latter also affords colorless crystals (monoclinic, P21 space group) with a 13.558(2); b 10.891(1); c 15.260(2) {\AA}; $\beta$ 115.65(1)°. The data complement those recently reported for two other dichloroenol ethers, ((1R,2S)-2-((E)-1,2-dichlorovinyloxy)cyclohexyl)benzene (5) and ((1R,2S)-2-((E)-1,2-dichloroprop-1-enyloxy)cyclohexyl)benzene (6). The x-ray analyses of these dichloroenol ethers, the only reported to date, establish unambiguously the trans stereochem. of the chlorides in these and, by extension, similarly prepd. enol ethers. This information was required for the complete mechanistic understanding of ynol ethers formation from dichloroenol ethers. Structural comparison of these dichloroenol ethers with some C (dichloroalkene) and N (dichloroenamine) analogs is also presented. [on SciFinder(R)]