Olympiadane

Olympiadane is a mechanically interlocked molecule composed of five interlocking macrocycles that resembles the Olympic rings. The molecule is a linear pentacatenane or a [5]catenane. It was synthesized and named by Fraser Stoddart and coworkers in 1994.[1] The molecule was designed without any practical use in mind,[2] although other catenanes may have possible application to the construction of a molecular computer.

Olympiadane
Skeletal formula of olympiadane
Ball-and-stick models of the component ions of olympiadane
Names
IUPAC name
6,9,12,15,18,29,32,35,38,41,52,55,58,61,64-pentadecaoxaheptacyclo[63.4.0.05,69.019,24.023,28.042,47.046,51]nonahexaconta-1(69),2,4,19,21,23,25,27,42,44,46,48,50,65,67-pentadecaene;5,12,19,26-tetrazoniaheptacyclo[24.2.2.22,5.27,10.212,15.216,19.221,24]tetraconta-1(29),2(40),3,5(39),7,9,12,14,16(34),17,19(33),21(32),22,24(31),26(30),27,35,37-octadecaene;dodecahexafluorophosphate
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/2C54H66O15.3C36H32N4.12F6P/c2*1-7-43-44-8-2-14-50(43)65-38-32-59-26-20-56-22-28-61-34-40-67-52-16-5-12-48-47(52)11-6-18-54(48)69-42-36-63-30-24-57-23-29-62-35-41-68-53-17-4-9-45-46(53)10-3-15-51(45)66-39-33-60-27-21-55-19-25-58-31-37-64-49(44)13-1;3*1-2-30-4-3-29(1)25-37-17-9-33(10-18-37)35-13-21-39(22-14-35)27-31-5-7-32(8-6-31)28-40-23-15-36(16-24-40)34-11-19-38(26-30)20-12-34;12*1-7(2,3,4,5)6/h2*1-18H,19-42H2;3*1-24H,25-28H2;;;;;;;;;;;;/q;;3*+4;12*-1
    Key: ROLRJLKBOAVDIY-UHFFFAOYSA-N
  • c1cc2c3cccc2OCCOCCOCCOCCOc4cccc5c4cccc5OCCOCCOCCOCCOc6cccc7c6cccc7OCCOCCOCCOCCOc3c1.c1cc2c3cccc2OCCOCCOCCOCCOc4cccc5c4cccc5OCCOCCOCCOCCOc6cccc7c6cccc7OCCOCCOCCOCCOc3c1.c1cc2ccc1C[n+]3ccc(cc3)-c4cc[n+](cc4)Cc5ccc(cc5)C[n+]6ccc(cc6)-c7cc[n+](cc7)C2.c1cc2ccc1C[n+]3ccc(cc3)-c4cc[n+](cc4)Cc5ccc(cc5)C[n+]6ccc(cc6)-c7cc[n+](cc7)C2.c1cc2ccc1C[n+]3ccc(cc3)-c4cc[n+](cc4)Cc5ccc(cc5)C[n+]6ccc(cc6)-c7cc[n+](cc7)C2.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F
Properties
C228H236F72N12O30P12
Molar mass 5364.020 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

See also

References
  1. Amabilino, D. B.; Ashton, P. R.; Reder, A. S.; Spencer, N.; Stoddart, J. F. (1994). "Olympiadane". Angew. Chem. Int. Ed. Engl. 33 (12): 1286–1290. doi:10.1002/anie.199412861.
  2. Browne, M. W. (30 August 1994). "Chemists Make Rings Of Interlocked Atoms, A Clue to Life's Origin". The New York Times. Retrieved 3 January 2016.
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