The Cycloproparenes

Halton, Brian

doi:10.1021/i360075a014

Cited by 60 publications

(30 citation statements)

References 85 publications

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“…The internal valence angles at the position of cyclopropa‐fusion of 136.3(2)° (C7a‐C7b‐C1a) and 134.4(2)° (C7b‐C1a‐C2) are 5.5‐5.7° larger than the corresponding internal angles in azulene 3 (ca. 129.2°), and these deviations are similar to those observed in benzocyclopropenes (4.8‐4.9°) . The cyclopropa‐fusion bond (C7b‐C1a) is short (1.354(3) Å) compared to that of azulene (1.403 Å).…”

Section: Resultssupporting

confidence: 72%

Synthesis, Chemistry and Structure of Some 1,1-Dimethylcyclopropazulenes

et al. 2016

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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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Section: Resultssupporting

confidence: 72%

Synthesis, Chemistry and Structure of Some 1,1-Dimethylcyclopropazulenes

et al. 2016

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“…While the interactions of the simple cycloproparenes with silver ion have been determined in a largely systematic manner, 21,22 there has been no analogous study of the alkylidenecycloproparenes. Rather, the first derivatives were subjected to silver(I) in methanol in a study 23 that predates the dimerization work of Billups.…”

Section: Methodsmentioning

confidence: 99%

Aryl-substituted methylidenecyclopropa[b]naphthalenes: synthesis and attempted silver(I)-mediated dimerization

Halton¹,

Dixon²,

Forman³

2006

Arkivoc

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The arylmethylidenecyclopropa [b]naphthalene family has been extended to include the 1-and 2-naphthyl and 9-anthryl derivatives (5-7). When subjected to Ag(I) in aprotic media, conditions typically employed for the linear dimerization of the parent cycloproparenes, diarylalkynes and/ or ketones are obtained; in alcoholic media enol ethers are formed. Dimerization to 9,10-anthraquinodimethanes does not take place.

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“…. ORTEP drawing (50% probability) showing the solid-state structure for 6·CHCl 3 . Hydrogen atoms were omitted for clarity.…”

Section: Thermal Reaction Of 1 With [Mn 2 (Co) 10 ]mentioning

confidence: 99%

“…1 -3 In particular, cycloproparenes react with hexacarbonyl complexes of group 6 metals to give various types of products depending on the kind of the substituents on the threemembered ring. 4 -6 For example, cyclopropabenzene itself reacts with [Cr(CH 3 CN) 3 (CO) 3 ] to give benzocyclobutanone, and 1H-cyclopropa [b]naphthalene reacts with [Cr(CO) 6 ] or [Cr(CH 3 CN) 3 (CO) 3 ] to give naphthocyclobutanone. 4,5 By contrast, a bis-silylated derivative reacts with the carbonyl complexes of Cr to afford the corresponding arene complex of tricarbonyl chromium with cyclopropa[b]naphthalene (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%