Journal article
Authors list: Fokin, AA; Reshetylova, OK; Bakhonsky, VV; Pashenko, AE; Kivernik, A; Zhuk, TS; Becker, J; Dahl, JEP; Carlson, RMK; Schreiner, PR
Publication year: 2022
Pages: 4845-4849
Journal: Organic Letters
Volume number: 24
Issue number: 27
ISSN: 1523-7060
eISSN: 1523-7052
DOI Link: https://doi.org/10.1021/acs.orglett.2c00982
Publisher: American Chemical Society
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.
Citation Styles
Harvard Citation style: Fokin, A., Reshetylova, O., Bakhonsky, V., Pashenko, A., Kivernik, A., Zhuk, T., et al. (2022) Synthetic Doping of Diamondoids through Skeletal Editing, Organic Letters, 24(27), pp. 4845-4849. https://doi.org/10.1021/acs.orglett.2c00982
APA Citation style: Fokin, A., Reshetylova, O., Bakhonsky, V., Pashenko, A., Kivernik, A., Zhuk, T., Becker, J., Dahl, J., Carlson, R., & Schreiner, P. (2022). Synthetic Doping of Diamondoids through Skeletal Editing. Organic Letters. 24(27), 4845-4849. https://doi.org/10.1021/acs.orglett.2c00982
