Issue 79, 2014
From the journal:

RSC Advances

Diamond functionalization with light-harvesting molecular wires: improved surface coverage by optimized Suzuki cross-coupling conditions†

W. S. Yeap,‡*a   D. Bevk,‡ab   X. Liu,‡c   H. Krysova,‡d   A. Pasquarelli,‡e   D. Vanderzande,‡ab   L. Lutsen,‡ab   L. Kavan,‡d   M. Fahlman,‡c   W. Maes‡ab  and  K. Haenen‡*ab  

* Corresponding authors

a Hasselt University, Institute for Materials Research (IMO), B-3590 Diepenbeek, Belgium
E-mail: wengsiang.yeap@uhasselt.be
Fax: +32 11 26 8899
Tel: +32 11 26 8826

b IMEC vzw, IMOMEC, B-3590 Diepenbeek, Belgium
E-mail: ken.haenen@uhasselt.be

c Linköping University, Department of Physics, Chemistry and Biology, S-58183 Linköping, Sweden

d Academy of Sciences of The Czech Republic, J. Heyrovský Institute of Physical Chemistry, v.v.i., Dolejškova 3, CZ-182 23 Prague 8, Czech Republic

e Ulm University, Institute of Electron Devices and Circuits, 89069 Ulm, Germany

Abstract

Donor–acceptor type light-harvesting molecular wires are covalently attached to a boron-doped diamond surface via a combination of diazonium electrografting and Suzuki cross-coupling. For the Suzuki reaction, various catalytic systems are compared with respect to their imposed surface coverage. Combining 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (SPhos) and Pd(0), the diamond coverage improves considerably (by 98%) as compared to the standard tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4) catalyst. As the energy levels between the molecular chromophores and the diamond film align well, the sophisticated functionalized diamond surfaces present a first step towards the development of fully carbon-based devices for light to electricity conversion.

Graphical abstract: Diamond functionalization with light-harvesting molecular wires: improved surface coverage by optimized Suzuki cross-coupling conditions

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Article information

DOI
https://doi.org/10.1039/C4RA04740K
Article type
Paper
Submitted
20 May 2014
Accepted
28 Aug 2014
First published
29 Aug 2014
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2014,4, 42044-42053

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Diamond functionalization with light-harvesting molecular wires: improved surface coverage by optimized Suzuki cross-coupling conditions

W. S. Yeap, D. Bevk, X. Liu, H. Krysova, A. Pasquarelli, D. Vanderzande, L. Lutsen, L. Kavan, M. Fahlman, W. Maes and K. Haenen, RSC Adv., 2014, 4, 42044 DOI: 10.1039/C4RA04740K

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