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

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F68378271%3A_____%2F17%3A00512102" target="_blank" >RIV/68378271:_____/17:00512102 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/68407700:21230/17:00315078

Výsledek na webu

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

Jazyk výsledku

angličtina

Název v původním jazyce

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

Popis výsledku v původním jazyce

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.n

Název v anglickém jazyce

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

Popis výsledku anglicky

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.n

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

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

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2017

Kód důvěrnosti údajů

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

Název periodika

Journal of Physical Chemistry C

ISSN

1932-7447

e-ISSN

—

Svazek periodika

121

Číslo periodika v rámci svazku

42

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

9

Strana od-do

23446-23454

Kód UT WoS článku

000414114800022

EID výsledku v databázi Scopus

2-s2.0-85032744815