2016
DOI: 10.1002/slct.201601168
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Synthesis, Chemistry and Structure of Some 1,1-Dimethylcyclopropazulenes

Abstract: dimethylcycloprop[f]azulene derivatives were prepared through a short synthesis from thiophene-1,1-dioxides using a Houk-Leaver azulene synthesis. The strain caused by the fusion of the cyclopropane ring had no effect on electrophilic aromatic sub-stitution reactions. X-ray structures of these compounds showed that cycloprop[e]azulenes have no or very small strain induced bond localisation, whereas cycloprop[f]azulene shows some minor localisation.[a] Dr.

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Cited by 4 publications
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“…The authors have cited additional references within the Supporting Information. [32][33][34][35][36][37][38][39][40][41][42][43][44][45]…”
Section: Supporting Informationmentioning
confidence: 99%
“…The authors have cited additional references within the Supporting Information. [32][33][34][35][36][37][38][39][40][41][42][43][44][45]…”
Section: Supporting Informationmentioning
confidence: 99%
“…A prominent example is strain induced bond localization (SIBL) in aromatic compounds. 19–31 In the context of SIBL, benzoborirene ( 1 , Scheme 1) served as a model system even before its experimental existence could be confirmed. 20,32–34 Benzoborirene is isoelectronic to the benzocyclopropenium ion, which is hard to characterize fully due to its limited stability.…”
mentioning
confidence: 99%