Products from the reaction of C(60)F(18)with sarcosine and aldehydes: the Prato reaction
Products from the reaction of C(60)F(18)with sarcosine and aldehydes: the Prato reaction
Various pyrrolidinofullerenes (both mono- and bis-addition products) have been isolated from the reaction between toluene solutions of C60F18. N-methyl-2-aminoethanoic acid (sarcosine) and either formaldehyde or benzaldehyde. Both mono- and bis-addition products were obtained and either partially of fully characterised. The main mono-addition product from the reaction with formaldehyde was also obtained from reactions with the other aldehydes, indicating that formaldehyde may be present in sarcosine, or generated from it through in situ oxidation by the fallerene. The main mono-addition product from reaction of C60F18 with toluene solutions of sarcosine and benzaldehyde was obtained also in the absence of benzaldehyde. This anomaly was traced to the presence of benzaldehyde (0.05%) in HPLC grade toluene, which may be increased by oxidation of toluene during the reaction conditions.
spectroscopic characterization, fullerene, derivatives, c-60, c60f18, fulleropyrrolidines
47-52
Wei, X. W.
d72b299f-7da9-4544-ab49-0c05b04c3300
Avent, A. G.
bd34ffe6-fea1-4e75-81fc-82ecaa0c0b5a
Boltalina, O. V.
c91e33b3-7da7-4481-95f4-92fce2a56e46
Street, J. M.
186366c0-692b-4236-bb93-e2a3b6e9395c
Taylor, R.
1abcd415-ae2c-4e95-a761-6948ce7f4d32
1 January 2002
Wei, X. W.
d72b299f-7da9-4544-ab49-0c05b04c3300
Avent, A. G.
bd34ffe6-fea1-4e75-81fc-82ecaa0c0b5a
Boltalina, O. V.
c91e33b3-7da7-4481-95f4-92fce2a56e46
Street, J. M.
186366c0-692b-4236-bb93-e2a3b6e9395c
Taylor, R.
1abcd415-ae2c-4e95-a761-6948ce7f4d32
Wei, X. W., Avent, A. G., Boltalina, O. V., Street, J. M. and Taylor, R.
(2002)
Products from the reaction of C(60)F(18)with sarcosine and aldehydes: the Prato reaction.
Journal of the Chemical Society, Perkin Transactions 2, (1), .
(doi:10.1039/b106877f).
Abstract
Various pyrrolidinofullerenes (both mono- and bis-addition products) have been isolated from the reaction between toluene solutions of C60F18. N-methyl-2-aminoethanoic acid (sarcosine) and either formaldehyde or benzaldehyde. Both mono- and bis-addition products were obtained and either partially of fully characterised. The main mono-addition product from the reaction with formaldehyde was also obtained from reactions with the other aldehydes, indicating that formaldehyde may be present in sarcosine, or generated from it through in situ oxidation by the fallerene. The main mono-addition product from reaction of C60F18 with toluene solutions of sarcosine and benzaldehyde was obtained also in the absence of benzaldehyde. This anomaly was traced to the presence of benzaldehyde (0.05%) in HPLC grade toluene, which may be increased by oxidation of toluene during the reaction conditions.
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Published date: 1 January 2002
Keywords:
spectroscopic characterization, fullerene, derivatives, c-60, c60f18, fulleropyrrolidines
Organisations:
Chemistry
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Local EPrints ID: 19870
URI: http://eprints.soton.ac.uk/id/eprint/19870
PURE UUID: 3df0a20c-d3ef-4844-b5ea-85920c97a234
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Date deposited: 20 Feb 2006
Last modified: 15 Mar 2024 06:20
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Contributors
Author:
X. W. Wei
Author:
A. G. Avent
Author:
O. V. Boltalina
Author:
J. M. Street
Author:
R. Taylor
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