Synthesis of [4]Dendralene Derivatives Possessing Quadruple 1,3-Dithiol-2-ylidenes and Transformation to a Trimethylenecylopentene in an Oxidation State
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Abstract
New derivatives of [4]dendralene with redox-active 1,3-dithiol-2-ylidene units were synthesized. X-ray crystal structure analysis of the dibenzo-tetramethyl derivative revealed that the molecule takes a conformation in which two vinyl-extended TTF moieties are significantly inclined to each other. The octamethyl derivative underwent cyclization with skeletal rearrangement in the dicationic state to give the corresponding dicationic trimethylenecylopentene, which exhibited a simultaneous two-electron reduction wave at a significantly negative potential of −0.42 V (V vs Fc/Fc+).
期刊介绍：
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.
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