Expanding the scope of diamond surface chemistry: Stille and sonogashira cross-coupling reactions

Raymakers, J.; Artemenko, Anna; Nicley, S. S.; Štenclová, Pavla; Kromka, Alexander; Haenen, K.; Maes, W.; Rezek, Bohuslav

doi:https://dx.doi.org/10.1021/acs.jpcc.7b06426

Number of the records: 1

Expanding the scope of diamond surface chemistry: Stille and sonogashira cross-coupling reactions

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SYSNO ASEP	0512102
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Expanding the scope of diamond surface chemistry: Stille and sonogashira cross-coupling reactions
Author(s)	Raymakers, J. (BE) Artemenko, Anna (FZU-D)_{RID, ORCID} Nicley, S. S. (BE) Štenclová, Pavla (FZU-D)_ORCID Kromka, Alexander (FZU-D)_{RID, ORCID, SAI} Haenen, K. (BE) Maes, W. (BE) Rezek, Bohuslav (FZU-D)_{RID, ORCID}
Number of authors	8
Source Title	Journal of Physical Chemistry C. - : American Chemical Society - ISSN 1932-7447 Roč. 121, č. 42 (2017), s. 23446-23454
Number of pages	9 s.
Language	eng - English
Country	US - United States
Keywords	functionalization ; diamond ; cross-coupling
Subject RIV	BM - Solid Matter Physics ; Magnetism
OECD category	Condensed matter physics (including formerly solid state physics, supercond.)
R&D Projects	GA15-01809S GA ČR - Czech Science Foundation (CSF)
Method of publishing	Limited access
Institutional support	FZU-D - RVO:68378271
UT WOS	000414114800022
EID SCOPUS	85032744815
DOI	10.1021/acs.jpcc.7b06426
Annotation	Well-defined covalent surface functionalization of diamond is a crucial, yet nontrivial, matter because of diamond’s intrinsic chemical inertness and stability. Herein, we demonstrate a two-step functionalization approach for H-terminated borondoped NCD films, which can lead to significant advances in the field of diamond hybrid photovoltaics. Primary diamond functionalization is performed via electrochemical diazonium grafting of in situ diazotized 4-iodoaniline. The freshly grafted iodophenyl functional moieties are then employed to couple a layer of thiophene molecules to the diamond surface via two well-established Pd-catalyzed cross-coupling reactions. XPS analysis indicates a dense coverage and successful cross-coupling. We find that the Stille reaction is accompanied by severe surface contamination, in spite of process optimization and thorough rinsing. Sonogashira cross-coupling provides a clean, high quality functionalization over a broad range of reaction conditions.
Workplace	Institute of Physics
Contact	Kristina Potocká, potocka@fzu.cz, Tel.: 220 318 579
Year of Publishing	2020
Electronic address	https://doi.org/10.1021/acs.jpcc.7b06426

Number of the records: 1