Bicyclopentene addend on [60]fullerene: epoxidation and cis-bromine addition
Bicyclopentene addend on [60]fullerene: epoxidation and cis-bromine addition
Bromine adds cis to the double bond in the addend of the [60]fullerene-cyclopentadiene adduct. so that both bromines are directed away from the cage. The epoxide, formed by peracetic acid oxidation of the double bond of the addend, also points away from the cage. These results are attributed to a combination of steric hindrance and polar repulsion by the fullerene cage, the first time such effects have been reported to control addition. The epoxide appears to extrude CO during mass spectrometry to give a cyclobutane derivative of [60]fullerene.
2125-2127
Meidine, Mohamed F.
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Avent, Anthony G.
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Darwish, Adam D.
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Langley, G. John
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Locke, Wyn
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Ohashi, Osamu
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Kroto, Harold W.
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Taylor, Roger
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Wallon, David R.M.
d01df1ff-51db-4ec0-995c-65fa6ba23bde
1994
Meidine, Mohamed F.
a212f841-5c0b-4c9f-bf04-3edfa4394b25
Avent, Anthony G.
6fe5d51d-5f31-454f-938a-ec91c840f2ce
Darwish, Adam D.
25f723f4-6a72-4e21-a361-76b275b617ef
Langley, G. John
7ac80d61-b91d-4261-ad17-255f94ea21ea
Locke, Wyn
9c38a05a-6a42-4631-be18-23195f232425
Ohashi, Osamu
822133ee-d13e-4b7a-a1f7-0e374af4af7a
Kroto, Harold W.
fae3c2d3-3911-4c24-85d3-d61c8efe8e3e
Taylor, Roger
16cca243-6646-4c6f-a563-321c2b1bb0f6
Wallon, David R.M.
d01df1ff-51db-4ec0-995c-65fa6ba23bde
Meidine, Mohamed F., Avent, Anthony G., Darwish, Adam D., Langley, G. John, Locke, Wyn, Ohashi, Osamu, Kroto, Harold W., Taylor, Roger and Wallon, David R.M.
(1994)
Bicyclopentene addend on [60]fullerene: epoxidation and cis-bromine addition.
Journal of the Chemical Society, Perkin Transactions 2, (10), .
(doi:10.1039/p29940002125).
Abstract
Bromine adds cis to the double bond in the addend of the [60]fullerene-cyclopentadiene adduct. so that both bromines are directed away from the cage. The epoxide, formed by peracetic acid oxidation of the double bond of the addend, also points away from the cage. These results are attributed to a combination of steric hindrance and polar repulsion by the fullerene cage, the first time such effects have been reported to control addition. The epoxide appears to extrude CO during mass spectrometry to give a cyclobutane derivative of [60]fullerene.
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Published date: 1994
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Local EPrints ID: 498774
URI: http://eprints.soton.ac.uk/id/eprint/498774
ISSN: 1472-779X
PURE UUID: 13c31779-5cb6-41f6-b88d-dfc6c7430675
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Date deposited: 27 Feb 2025 18:31
Last modified: 28 Feb 2025 02:34
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Contributors
Author:
Mohamed F. Meidine
Author:
Anthony G. Avent
Author:
Adam D. Darwish
Author:
Wyn Locke
Author:
Osamu Ohashi
Author:
Harold W. Kroto
Author:
Roger Taylor
Author:
David R.M. Wallon
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