DUGiDocsBis-1,3-dipolar Cycloadditions on Endohedral Fullerenes M3N@Ih‑C80 (M = Sc, Lu): Remarkable Endohedral-Cluster Regiochemical Control
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In this work, we briefly report some attempts to
control regioisomeric bisadditions on Sc3N@Ih-C80 and
Lu3N@Ih-C80 using the tether-controlled multifunctionalization
method. We then describe the use of independent
(nontethered) bis-1,3-dipolar cycloaddition reactions and the
characterization of 5 new bisadducts, 3 for Sc3N@C80 and 2
for Lu3N@C80, which have never been reported before.
Unexpectedly and remarkably, 4 of these compounds exhibit
relatively high symmetry and 2 of these bisadducts are the first
examples of intrinsically chiral endohedral compounds, due to
the addition pattern, not to the presence of chiral centers on
the addends. Since an analysis of the statistically possible
number of bisadduct isomers on an Ih-C80 cage has not been reported, we present it here
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