Electronic structure tuning of diamondoids through functionalization

We investigated the changes in electronic structures induced by chemical functionalization of the five smallest diamondoids using valence photoelectron spectroscopy. Through the variation of three parameters, namely functional group (thiol, hydroxy, and amino), host cluster size (adamantane, diamant...

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Published in:The Journal of chemical physics 2013-01, Vol.138 (2), p.024310-024310
Main Authors: Rander, Torbjörn, Staiger, Matthias, Richter, Robert, Zimmermann, Tobias, Landt, Lasse, Wolter, David, Dahl, Jeremy E, Carlson, Robert M K, Tkachenko, Boryslav A, Fokina, Natalie A, Schreiner, Peter R, Möller, Thomas, Bostedt, Christoph
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container_title The Journal of chemical physics
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creator Rander, Torbjörn
Staiger, Matthias
Richter, Robert
Zimmermann, Tobias
Landt, Lasse
Wolter, David
Dahl, Jeremy E
Carlson, Robert M K
Tkachenko, Boryslav A
Fokina, Natalie A
Schreiner, Peter R
Möller, Thomas
Bostedt, Christoph
description We investigated the changes in electronic structures induced by chemical functionalization of the five smallest diamondoids using valence photoelectron spectroscopy. Through the variation of three parameters, namely functional group (thiol, hydroxy, and amino), host cluster size (adamantane, diamantane, triamantane, [121]tetramantane, and [1(2,3)4]pentamantane), and functionalization site (apical and medial) we are able to determine to what degree these affect the electronic structures of the overall systems. We show that unlike, for example, in the case of halobenzenes, the ionization potential does not show a linear dependence on the electronegativity of the functional group. Instead, a linear correlation exists between the HOMO-1 ionization potential and the functional group electronegativity. This is due to localization of the HOMO on the functional group and the HOMO-1 on the diamondoid cage. Density functional theory supports our interpretations.
doi_str_mv 10.1063/1.4774268
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title Electronic structure tuning of diamondoids through functionalization
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