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Swords WB, Simon SJ, Parlane FG, et al. Evidence for Interfacial Halogen Bonding. Angew Chem Int Ed Engl. 2016;55(20):5956-60doi: 10.1002/anie.201510641.
Swords, W. B., Simon, S. J., Parlane, F. G., Dean, R. K., Kellett, C. W., Hu, K., Meyer, G. J., & Berlinguette, C. P. (2016). Evidence for Interfacial Halogen Bonding. Angewandte Chemie (International ed. in English), 55(20), 5956-60. https://doi.org/10.1002/anie.201510641
Swords, Wesley B, et al. "Evidence for Interfacial Halogen Bonding." Angewandte Chemie (International ed. in English) vol. 55,20 (2016): 5956-60. doi: https://doi.org/10.1002/anie.201510641
Swords WB, Simon SJ, Parlane FG, Dean RK, Kellett CW, Hu K, Meyer GJ, Berlinguette CP. Evidence for Interfacial Halogen Bonding. Angew Chem Int Ed Engl. 2016 May 10;55(20):5956-60. doi: 10.1002/anie.201510641. Epub 2016 Apr 08. PMID: 27060916.
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Angew Chem Int Ed Engl. 2016 May 10;55(20):5956-60. doi: 10.1002/anie.201510641. Epub 2016 Apr 08.

Evidence for Interfacial Halogen Bonding.

Angewandte Chemie (International ed. in English)

Wesley B Swords, Sarah J C Simon, Fraser G L Parlane, Rebecca K Dean, Cameron W Kellett, Ke Hu, Gerald J Meyer, Curtis P Berlinguette

Affiliations

  1. Department of Chemistry, The University of North Carolina at Chapel Hill, Murray Hall 2202B, Chapel Hill, NC, 27599-3290, USA.
  2. Departments of Chemistry and Chemical & Biological Engineering, The University of British Columbia, 2036 Main Mall, Vancouver, BC, V6T1Z1, Canada.
  3. Department of Chemistry, The University of North Carolina at Chapel Hill, Murray Hall 2202B, Chapel Hill, NC, 27599-3290, USA. [email protected].
  4. Departments of Chemistry and Chemical & Biological Engineering, The University of British Columbia, 2036 Main Mall, Vancouver, BC, V6T1Z1, Canada. [email protected].

PMID: 27060916 DOI: 10.1002/anie.201510641

Abstract

A homologous series of donor-π-acceptor dyes was synthesized, differing only in the identity of the halogen substituents about the triphenylamine (TPA; donor) portion of each molecule. Each Dye-X (X=F, Cl, Br, and I) was immobilized on a TiO2 surface to investigate how the halogen substituents affect the reaction between the light-induced charge-separated state, TiO2 (e(-) )/Dye-X(+) , with iodide in solution. Transient absorption spectroscopy showed progressively faster reactivity towards nucleophilic iodide with more polarizable halogen substituents: Dye-F < Dye-Cl < Dye-Br < Dye-I. Given that all other structural and electronic properties for the series are held at parity, with the exception of an increasingly larger electropositive σ-hole on the heavier halogens, the differences in dye regeneration kinetics for Dye-Cl, Dye-Br, and Dye-I are ascribed to the extent of halogen bonding with the nucleophilic solution species.

© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: dyes; halogen bonding; inorganic chemistry; reaction kinetics; semiconductor interfaces

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