Synthetic Doping of Diamondoids through Skeletal Editing
Andrey A. FokinDepartment of Organic Chemistry, Igor Sikorsky Kiev Polytechnic Institute, Pr. Pobedy 37, 03056 Kiev, UkraineOlga K. ReshetylovaDepartment of Organic Chemistry, Igor Sikorsky Kiev Polytechnic Institute, Pr. Pobedy 37, 03056 Kiev, UkraineVladyslav V. BakhonskyDepartment of Organic Chemistry, Igor Sikorsky Kiev Polytechnic Institute, Pr. Pobedy 37, 03056 Kiev, UkraineAlexander PashenkoDepartment of Organic Chemistry, Igor Sikorsky Kiev Polytechnic Institute, Pr. Pobedy 37, 03056 Kiev, UkraineAlena KivernikDepartment of Organic Chemistry, Igor Sikorsky Kiev Polytechnic Institute, Pr. Pobedy 37, 03056 Kiev, UkraineTatyana S. ZhukDepartment of Organic Chemistry, Igor Sikorsky Kiev Polytechnic Institute, Pr. Pobedy 37, 03056 Kiev, UkraineJonathan BeckerInstitut für Anorganische und Analytische Chemie, Justus-Liebig-Universität, Heinrich-Buff-Ring 17, 35392 Giessen, GermanyJeremy DahlRobert M. K. CarlsonPeter R. SchreinerInstitute of Organic Chemistry, Justus Liebig University, Heinrich-Buff-Ring 17, D-35392 Giessen, Germany and Center for Materials Research, Heinrich-Buff-Ring 16, 35392 Giessen, Germany
2022en
ABI
Аннотация
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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