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Additions of Azomethine Ylides to Fullerene C60 Assisted by a Removable Anchor

DA ROS, TATIANA
•
PRATO, MAURIZIO
•
V. LUCCHINI
2000
  • journal article

Periodico
JOURNAL OF ORGANIC CHEMISTRY
Abstract
The addition of nitrile oxides to [60]fullerene, leading to isoxazolinofullerenes, can be reversed using reducing agents such as Mo(CO)6 or DIBALH. Thus, this reaction can be used, in principle, for protection/deprotection of [60]fullerene or for solubilization purposes. The tether-controlled tandem addition of nitrile oxides and azomethine ylides provides mainly cis-1 patterns. The determination of the structure of bisadducts was obtained by NMR spectroscopy with the help of HMQC, HMBC, and NOEDS techniques. The isoxazoline moiety could be removed using Mo(CO)6 leaving a fulleropyrrolidine derivative
WOS
WOS:000088261900008
Archivio
http://hdl.handle.net/11368/1693496
info:eu-repo/semantics/altIdentifier/scopus/2-s2.0-0034647924
Diritti
metadata only access
Soggetti
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  • fullerene

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