Synthetic Doping of Diamondoids through Skeletal Editing.
Org Lett
; 24(27): 4845-4849, 2022 Jul 15.
Article
em En
| MEDLINE
| ID: mdl-35559604
ABSTRACT
We present a strategy for the skeletal editing of diamondoid structures to selectively displace methylene for heteroatom moieties in the carbon framework. This constitutes a synthetic approach to doping diamond-like structures with electron donor dopants (O, N, and S). The key steps involve two subsequent retro-Barbier fragmentations followed by cage reconstruction in the presence of a dopant. Remarkably, the incorporation of n-dopants reduces the strain of the diamondoid cage as shown through homodesmotic equations.
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MEDLINE
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En
Ano de publicação:
2022
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Article