1963
DOI: 10.1021/ja00886a022
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sym-cis,cis,cis-1,4,7-Cyclononatriene, an Unusual Cyclic Six Pi Electron System

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1964
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Cited by 32 publications
(13 citation statements)
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“…From these two sets of results, we infer that the decomposition of benzenediazonium 2-carboxylate does (1) National Institutes of Health Predoctoral Fellow.…”
Section: Introductionmentioning
confidence: 91%
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“…From these two sets of results, we infer that the decomposition of benzenediazonium 2-carboxylate does (1) National Institutes of Health Predoctoral Fellow.…”
Section: Introductionmentioning
confidence: 91%
“…This is the conclusion drawn from the combined results of two types of investigation of reactions assumed to be eq. 1 and 2. C6H4N2C02(s) -X C6H4(g) + C02 + N2 (1) 2C6H4(g) ->-(C6H4)2(g) (2) The first step was the observation of the formation of biphenylene,3 (C6H4)2, in the gas, presumably from reaction 2. The biphenylene spectrum, observed as a function of time, grows in intensity while a broad continuum, previously unknown, diminishes.3 The time scale for this process is measured in tens or hundreds of microseconds.…”
Section: Introductionmentioning
confidence: 99%
“…1) appears to be a little more simple. cis‐cis‐cis ‐1,4,7‐cyclononatriene ( I ) and structurally related compounds show some unusual conformational properties 5–20. The ring system can exist in either a crown (C), which is rigid and has C 3v symmetry for the parent hydrocarbon, or as a “saddle” conformation, which is more or less flexible.…”
Section: Introductionmentioning
confidence: 99%
“…About twenty years ago, an X-ray analysis of cis,cis,cis-1,4,7-cyclononatriene was carried out (6) in order to resolve contradictory predictions of homoaromaticity in that molecule (7)(8)(9). The authors concluded that the C(sp2)-C(sp3)-C(sp2) bond angle of 108" and the C(sp2) -.-C(sp2) nonbonded distance of 2.46 A in the crown-shaped triene precluded the possibility of any meaningful homoaromaticity.…”
Section: Introductionmentioning
confidence: 99%