Expanding the Scope of Diamond Surface Chemistry: Stille and Sonogashira Cross-Coupling Reactions

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F68407700%3A21230%2F17%3A00315078" target="_blank" >RIV/68407700:21230/17:00315078 - isvavai.cz</a>

Alternative codes found

RIV/68378271:_____/17:00512102

Result on the web

<a href="http://dx.doi.org/10.1021/acs.jpcc.7b06426" target="_blank" >http://dx.doi.org/10.1021/acs.jpcc.7b06426</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acs.jpcc.7b06426" target="_blank" >10.1021/acs.jpcc.7b06426</a>

Result language

angličtina

Original language name

Expanding the Scope of Diamond Surface Chemistry: Stille and Sonogashira Cross-Coupling Reactions

Original language description

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 boron doped diamond thin films, which can lead to significant advances in the field of diamond hybrid photovoltaics. Primary diamond surface 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, i.e., Stile and Sonogashira. X-ray photoelectron spectroscopy analysis indicates a dense coverage and successful cross-coupling in both cases. However, we find that the Stille reaction is generally accompanied by severe surface contamination, in spite of process optimization and thorough rinsing. Sonogashira cross-coupling on the other hand provides a clean, high quality functionalization over a broad range of reaction conditions. The protocols employing Sonogashira reactions thus appear to be the method of choice toward future fabrication of high-performance dye-functionalized diamond electrodes for photovoltaic applications.

Czech name

—

Czech description

—

Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

10302 - Condensed matter physics (including formerly solid state physics, supercond.)

Project

Result was created during the realization of more than one project. More information in the Projects tab.

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year

2017

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Journal of Physical Chemistry C

ISSN

1932-7447

e-ISSN

—

Volume of the periodical

121

Issue of the periodical within the volume

42

Country of publishing house

US - UNITED STATES

Number of pages

9

Pages from-to

23446-23454

UT code for WoS article

000414114800022

EID of the result in the Scopus database

2-s2.0-85032744815