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- W2952609510 abstract "The syntheses of [11]metacyclophane-2,9-diyne (3), [4.4]metacyclophane-2,12-diyne (4), [4.4]orthometacyclophane-2,12-diyne (5), (Z)-[10]metacyclophane-5-ene-2,8-diyne (6), [10]metacyclophane-2,8-diyne (7), and 5-isopropylidene[9]metacyclophane-2,7-diyne (8) have been achieved. The systems could be stabilized by protecting the triple bonds in 3−8 with the Co2(CO)6 moiety. PE spectroscopic investigations of 3 and 6−8 gave no clear-cut evidence for homoconjugative interactions among the π fragments. The triple bonds in 3−8 could be transformed into the corresponding cis double bonds by applying 2−5 molar equiv of Schwartz's reagent (28). Treatment of 3, 4, and 7 with t-BuOK allows the transformation of the propargylic moieties into allenic moieties, whereas the same treatment of 5 and 6 transforms the 2-butynyl bridges into 1,3-butadiene bridges, giving rise to several isomers. The structural assignments of 3−8 and their reaction products are based on their spectroscopic properties." @default.
- W2952609510 created "2019-06-27" @default.
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- W2952609510 date "1997-08-01" @default.
- W2952609510 modified "2023-10-03" @default.
- W2952609510 title "Syntheses and Properties of Medium-Sized Metacyclophanediynes" @default.
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- W2952609510 doi "https://doi.org/10.1021/jo970327r" @default.
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