A1 Journal article (refereed)
Concave pi-Prismand Hydrocarbon [2.2.2]Cyclophanes and their Crystalline Ag-triflate Complexes (1999)


Lahtinen, T., Wegelius, E., Rissanen, K., Kolehmainen, E., & Airola, K. (1999). Concave pi-Prismand Hydrocarbon [2.2.2]Cyclophanes and their Crystalline Ag-triflate Complexes. Journal fuer Praktische Chemie, 341(3), 237-244. https://doi.org/10.1002/(SICI)1521-3897(199904)341:3%3C237::AID-PRAC237%3E3.0.CO;2-F


JYU authors or editors


Publication details

All authors or editors: Lahtinen, Tanja; Wegelius, Elina; Rissanen, Kari; Kolehmainen, Erkki; Airola, Karri

Journal or series: Journal fuer Praktische Chemie

Publication year: 1999

Volume: 341

Issue number: 3

Pages range: 237-244

Publisher: Wiley

Publication country: Germany

Publication language: English

DOI: https://doi.org/10.1002/(SICI)1521-3897(199904)341:3%3C237::AID-PRAC237%3E3.0.CO;2-F

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Abstract

New small concave hydrocarbon cyclophanes were prepared via the well-known HD-2SO2-method. The cyclophanes obtained are isomers of the very well-known [2.2.2]p,p,p-cyclophane, C24H24, a π-prismand efficiently complexing Ag+-ion. X-ray crystal structure determinations showed the bis-sulfide 7 (1,10-dithia[3.3.2]m,p,p-cyclophane) to be helically chiral and that the conformation of the parent hydrocarbon cyclophane 13 ([2.2.2]m,p,p-cyclophane) does not change dramatically upon complexation with the Ag+-ion. The 16- and 17-membered [2.2.2]m,m,p- and [2.2.2]m,p,p-cyclophane (15 and 16) also act as π-prismands and form surprisingly similar crystalline 1:1 Ag-triflate complexes (π-prismates) as the well-known 18-membered p,p,p-isomer proved by the X-ray structure analysis.


Free keywords: Cyclophanes; Hydorcarbons; X-ray absorption spectroscopy; NMR spectroscopy; Sulfone pyrolysis


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Last updated on 2021-06-07 at 13:31