ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
An Unusual Dehydrochlorination: syn-Elimination from a Sterically Hindered, but Free Rotating Halogenated HydrocarbonDepending on the solvent, the meso-3, 4-dichloro-2,2,5,5-tetramethylhexane undergoes base-promoted dehydrochlorination in a syn- or anti-periplanar manner, thus affording (Z)-3-chloro-2,2,5,5-tetramethyl-3-hexene and the thermodynamically less stable (E)-isomer, respectively. Alcoholate aggregates of different size (presumably, dimers and trimers or tetramers) are alternatively involved in these stereochemically distinct conversions, at least when potassium t-butoxide in t-butyl alcohol or tetrahydrofuran serves as a base/solvent system.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19790620428
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