Mechanism of Surface Alkylation of a Gold Aerogel with Tetra-n-butylstannane-d(36): Identification of Byproducts

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F17%3A00475623" target="_blank" >RIV/61388963:_____/17:00475623 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1021/acs.jpclett.7b00296" target="_blank" >http://dx.doi.org/10.1021/acs.jpclett.7b00296</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acs.jpclett.7b00296" target="_blank" >10.1021/acs.jpclett.7b00296</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Mechanism of Surface Alkylation of a Gold Aerogel with Tetra-n-butylstannane-d(36): Identification of Byproducts

Popis výsledku v původním jazyce

The formation of self-assembled monolayers on surfaces is often likely to be accompanied by the formation of byproducts, whose identification holds clues to the reaction mechanism but is difficult due to the minute amounts produced. We now report a successful identification of self-assembly byproducts using gold aerogel with a large specific surface area, a procedure likely to be applicable generally. Like a thin gold layer on a flat substrate, the aerogel surface is alkylated with n-butyl-d(9) groups upon treatment with a solution of tetra-n-butylstannane-d(36) under ambient conditions. The reaction byproducts accumulate in the mother liquor in amounts sufficient for GC-MS analysis. In chloroform solvent, they are butene-d(8), butane-d(10), octane-d(18), and tributylchlorostannane-d(27). In hexane, they are the same except that tributylchlorostannane-d(27) is replaced with hexabutyldistannane-d(54). The results are compatible with an initial homolytic dissociation of a C-Sn bond on the gold surface, followed by known radical processes.

Název v anglickém jazyce

Mechanism of Surface Alkylation of a Gold Aerogel with Tetra-n-butylstannane-d(36): Identification of Byproducts

Popis výsledku anglicky

The formation of self-assembled monolayers on surfaces is often likely to be accompanied by the formation of byproducts, whose identification holds clues to the reaction mechanism but is difficult due to the minute amounts produced. We now report a successful identification of self-assembly byproducts using gold aerogel with a large specific surface area, a procedure likely to be applicable generally. Like a thin gold layer on a flat substrate, the aerogel surface is alkylated with n-butyl-d(9) groups upon treatment with a solution of tetra-n-butylstannane-d(36) under ambient conditions. The reaction byproducts accumulate in the mother liquor in amounts sufficient for GC-MS analysis. In chloroform solvent, they are butene-d(8), butane-d(10), octane-d(18), and tributylchlorostannane-d(27). In hexane, they are the same except that tributylchlorostannane-d(27) is replaced with hexabutyldistannane-d(54). The results are compatible with an initial homolytic dissociation of a C-Sn bond on the gold surface, followed by known radical processes.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

<a href="/cs/project/GA14-02337S" target="_blank" >GA14-02337S: Nový způsob funkcionalizace zlatých povrchů</a><br>

Návaznosti

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

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 Letters

ISSN

1948-7185

e-ISSN

—

Svazek periodika

8

Číslo periodika v rámci svazku

10

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

5

Strana od-do

2339-2343

Kód UT WoS článku

000402026500041

EID výsledku v databázi Scopus

2-s2.0-85019378421