Eine ungewöhnliche Chlorwasserstoff-Abspaltung : syn-Eliminierung aus einem sterisch behinderten, aber frei drehbaren Halogenkohlenwasserstoff
meso-Me3CCHClCHClCMe3 undergoes base-promoted dehydrochlorination in a syn- or anti-periplanar manner, affording (Z)-Me3CCCl:CHCMe3 (I) and the thermdn. less stable (E)-I, resp.; the reaction is solvent dependent. Alcoholate aggregates of different size (presumably, dimers and trimers or tetramers) are alternatively involved in these stereochem. distinct conversions, at least in Me3COH or THF contg. KOCMe3. [on SciFinder (R)]
1979
62
4
1194
8
CAN 91:73874
22-3
Physical Organic Chemistry
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
written in German.
13733-72-7 Role: RCT (Reactant), RACT (Reactant or reagent) (dehydrochlorination of, stereochem. of); 70971-73-2P; 70971-74-3P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of, by dehydrochlorination of dichlorotetramethylhexane)
REVIEWED
EPFL