1979
DOI: 10.1002/hlca.19790620311
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Versuche zur Synthese von Nonafulvenen und von Nonaheptafulvalen

Abstract: The reaction of cyclononatetraenide with a-bromobenzyl acetate (6) as well as with 1,l-dihalodimethylether gives at -50°, instead of the expected cyclononatetraenes, bicyclo [6.1 .O]nona-2,4,6-triene derivatives 10d and 16 (Scheme 3 and 5, respectively). It seems that in some cases the welll known thermally disrotative valence isomerization of cyclononatetraenes 7 to 3 a, 7a-dihydroindenes 8 is much slower than the formation of bicyclo [6.1.0]nona-2,4,6-trienes of the type 10 and 16. This type of reaction hurt… Show more

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Cited by 11 publications
(3 citation statements)
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“…[5,21] The appearance of derivatives of pentaheptafulvalene [22] (6) and triapentafulvalene [23] (4) date from 1952 and 1965, respectively. Heptafulvalene 7 appeared between these dates as an almost black crystalline compound of limited stability, [17,18,24] with triahepta-9, [25] trianona-10 [26] pentanona-11, [27] and nona-12 fulvalenes, [28] emerging over a 16 year period from the early 1970s; attempts to prepare heptanonafulvalene [29] (8) give valence bond isomers, while the triafulvalenes, cf. 3, remained unknown until our very recent evidence for a reactive benzannulated derivative.…”
Section: In Late 1968 He Transferred To Victoria University Of Wellinmentioning
confidence: 99%
“…[5,21] The appearance of derivatives of pentaheptafulvalene [22] (6) and triapentafulvalene [23] (4) date from 1952 and 1965, respectively. Heptafulvalene 7 appeared between these dates as an almost black crystalline compound of limited stability, [17,18,24] with triahepta-9, [25] trianona-10 [26] pentanona-11, [27] and nona-12 fulvalenes, [28] emerging over a 16 year period from the early 1970s; attempts to prepare heptanonafulvalene [29] (8) give valence bond isomers, while the triafulvalenes, cf. 3, remained unknown until our very recent evidence for a reactive benzannulated derivative.…”
Section: In Late 1968 He Transferred To Victoria University Of Wellinmentioning
confidence: 99%
“…Bei Raumtemperatur und unter H+-Katalyse isomerisiert sich Li-5 innert Stunden zu Li-7 [lo]. Bei unsern Versuchen [8] wurde Li-CNT in THF eingesetzt, das monatelang bei Raumtemperatur aufbewahrt wurde. Entgegen unserer Annahme war (unter vollig aprotischen Bedingungen) keine Isomerisierung Li-5-tLi-7 eingetreten!…”
Section: ' )unclassified
“…Bei Raumtemperatur und unter H+-Katalyse isomerisiert sich Li-5 innert Stunden zu Li-7 [lo]. Bei unsern Versuchen [8] (7)) und nachfolgende Valenzisomerisierung erklart worden.…”
unclassified