1986
DOI: 10.1021/ja00277a068
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Octaphenyl[4]radialene

Abstract: 5371to occur upon carbidization2q3 in metal crystallites of first-row transition metals. Acknowledgment. We thank the M.P.I. for a grant and the "Centro per lo Studio della Sintesi e della Struttura" for the use of equipment. Supplementary Material Available: A list of atomic coordinates and thermal factors of [NMe3CH2Ph]5[HNi34(C0)38c4] (Table I) and [NEt4]6[Ni35(C0)39C4] (Table 11) (14 pages). Ordering information is given on any current masthead page. The [Ni35(C0)39C4]6 cluster was isolated from the decomp… Show more

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Cited by 73 publications
(43 citation statements)
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“…[5] This enyne was then treated with butyllithium at À100 8C, and then with nBu 3 P·CuI, [6] which is a soluble copper salt that was first used by Iyoda and later by Diederich to prepare butatrienes in quite good yields. [3,7] This method afforded the targeted dialkynyldiphenylbutatriene 2 in 65 % isolated yield as a 50:50 mixture of cis and trans isomers (according to integration of the o-CH 1 H NMR signals of their respective phenyl groups).…”
Section: Resultsmentioning
confidence: 99%
“…[5] This enyne was then treated with butyllithium at À100 8C, and then with nBu 3 P·CuI, [6] which is a soluble copper salt that was first used by Iyoda and later by Diederich to prepare butatrienes in quite good yields. [3,7] This method afforded the targeted dialkynyldiphenylbutatriene 2 in 65 % isolated yield as a 50:50 mixture of cis and trans isomers (according to integration of the o-CH 1 H NMR signals of their respective phenyl groups).…”
Section: Resultsmentioning
confidence: 99%
“…124 Completing the series of [n]radialenes, the first [5]radialene, 156, was synthesized by Iyoda and co-workers in 1986 using the same carbenoid precursor as that used by Köbrich (150, Scheme 47). 125 32%) and 157 (up to 30%). X-ray crystallographic analysis showed a half-chair conformation for 156, as a result of the steric bulk of the isopropylidene methyl groups.…”
Section: Introduction and Historical Perspectivesmentioning
confidence: 97%
“…[9] [5]Radialenes, such as decamethyl [5]radialene, usually have a twistedenvelope or half-chair conformation. [10] In contrast to [3]-, [4]-, and [5]radialenes, [6]radialenes (of type 1) have a chair conformation, according to both experimental and theoretical studies. [1,2,11] Perylene and triphenylene may not be considered as radialenes, because the p electrons are delocalized over an aromatic sextet.…”
mentioning
confidence: 98%