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Issue 79, 2014
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Diamond functionalization with light-harvesting molecular wires: improved surface coverage by optimized Suzuki cross-coupling conditions

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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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Publication details

The article was received on 20 May 2014, accepted on 28 Aug 2014 and first published on 29 Aug 2014


Article type: Paper
DOI: 10.1039/C4RA04740K
Citation: RSC Adv., 2014,4, 42044-42053
  • Open access: Creative Commons BY-NC license
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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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