Journal article
Authors list: Fokin, Andrey A.; Bakhonsky, Vladyslav V.; Pashenko, Alexander E.; Bakhiiev, Emirali; Becker, Jonathan; Kunz, Simon; Schreiner, Peter R.
Publication year: 2023
Pages: 14172-14177
Journal: The Journal of Organic Chemistry
Volume number: 88
Issue number: 19
ISSN: 0022-3263
eISSN: 1520-6904
DOI Link: https://doi.org/10.1021/acs.joc.3c01043
Publisher: American Chemical Society
Abstract:
anti- and syn-sesquihomodiamantenes (SDs) were prepared and structurally characterized. anti-SD and parent sesquihomoadamantene were CH-bond functionalized by utilizing a phase-transfer protocol. The density functional theory-computed ionization potentials of unsaturated diamondoid dimers correlate well with the experimental oxidation potentials obtained from cyclic voltammetry. Similar geometries ensue for both the reduced and ionized SD states, whose persistence is supported by the beta-hydrogen's spatial sheltering. This makes SDs promising building blocks for the construction of diamond materials with high stability and carrier mobility.
Citation Styles
Harvard Citation style: Fokin, A., Bakhonsky, V., Pashenko, A., Bakhiiev, E., Becker, J., Kunz, S., et al. (2023) Synthesis and Functionalization of Isomeric Sesquihomodiamantenes, The Journal of Organic Chemistry, 88(19), pp. 14172-14177. https://doi.org/10.1021/acs.joc.3c01043
APA Citation style: Fokin, A., Bakhonsky, V., Pashenko, A., Bakhiiev, E., Becker, J., Kunz, S., & Schreiner, P. (2023). Synthesis and Functionalization of Isomeric Sesquihomodiamantenes. The Journal of Organic Chemistry. 88(19), 14172-14177. https://doi.org/10.1021/acs.joc.3c01043
Keywords
ADAMANTYLIDENEADAMANTANE; BROMONIUM; ELECTRON; PHOTOEMISSION; RADICAL CATIONS
