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• W2123692544 abstract "Abstract Each step of the conversion of a series of 9-alkynyl-9 H -fluorenes into the corresponding fluorenylidene-allenes that dimerize and proceed sequentially via head-to-tail and tail-to-tail dialkylidene-cyclobutanes, en route to electroluminescent tetracenes, has been characterized X-ray crystallographically. Allenes possessing substituents of very different electronic and steric character, such as aryl, halogeno, silyl, phosphino, and ferrocenyl, exhibit novel and unexpected reactivity patterns. The silyl-allenes dimerize to yield 1,2-bis(fluorenylidene)cyclobutanes of intrinsic C 2 symmetry as a result of the overlapping fluorenylidenes with their large wingspans. Thermal rearrangement of a bis(fluorenyl)-bis(trimethylsilyl)-diallene generates the tetrabenzo- quater cyclopentadiene, C 60 H 36 , which represents 60 % of the C 60 framework. An attempt to isolate a push-pull allene, whose central carbon possesses carbene character, was made by incorporating a cation-stabilizing substituent (ferrocenyl) and an aromatic anionic moiety (fluorenide) at the termini. However, the allene underwent facile dimerization to the very heavily congested 3,4-di(spirofluorenyl)-1,2-bis(ferrocenyl-chloromethylene)cyclobutane that exhibits a very long (1.65 Å) C(3)-C(4) bond. Extension of this chemistry to dibenzosuberenylidene-allenes led to a straightforward route to the hitherto difficultly available dibenz[ c,d,h ]azulene system. Moreover, the reaction of 5-phenylethynyl-5 H -dibenzo[ a,d ]cyclohepten-5-ol with dicobalt octacarbonyl yielded, surprisingly, the first isolated example of a (μ-alkyne)Co 2 (CO) 5 (η 2 -alkene)complex, the long-sought first intermediate in the proposed mechanism of the Pauson-Khand reaction (PKR)." @default.
• W2123692544 created "2016-06-24" @default.
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• W2123692544 date "2009-01-01" @default.
• W2123692544 modified "2023-09-30" @default.
• W2123692544 title "From allenes to tetracenes: Syntheses, structures, and reactivity of the intermediates" @default.
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• W2123692544 doi "https://doi.org/10.1351/pac-con-08-08-40" @default.
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