High-Temperature Reaction of SiO2 with Methanol: Nucleophilic Assistance of Some N-Unsubstituted Benzazoles | Sciact - CRIS-system of Boreskov Institute of Catalysis

High-Temperature Reaction of SiO2 with Methanol: Nucleophilic Assistance of Some N-Unsubstituted Benzazoles Full article

Journal

Applied Catalysis A: General
ISSN: 0926-860X , E-ISSN: 1873-3875

Output data

Year: 2013, Volume: 456, Pages: 159-167 Pages count : 9 DOI: 10.1016/j.apcata.2013.03.001

Tags

SiO2-containing materials, Supercritical methanol, Tetramethyl orthosilicate Benzazole methylation catalyst Nucleophilic assistance

Authors

Chibiryaev Andrey M. ^1,2 , Kozhevnikov Ivan V. ^2,3 , Martyanov Oleg N. ^2,3

Affiliations

1	Vorozhtsov Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Acad. Lavrent’ev ave. 9, 630090 Novosibirsk, Russia
2	Novosibirsk State University, Pirogov st. 2, 630090 Novosibirsk, Russia
3	Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences, Acad. Lavrent’ev ave. 5, 630090 Novosibirsk, Russia

Funding (1)

Russian Foundation for Basic Research

11-03-12049

SiO2-containing materials (quartz, Pyrex glass, silica gel, and H-Y zeolite) react slowly with methanol at 350 °C under both supercritical and gas-phase conditions. The amount of SiO2 reacted with supercritical methanol depends on the kind of the material and is varied from 0.05 wt% for quartz sand to 4.0 wt% for wide-porous silica gel for 5 h of the reaction. The main products of the reaction are methyl orthosilicates, mainly tetramethyl orthosilicate. N-Unsubstituted 1H-indole, 1H-benzimidazole, and 1H-indazole additives considerably increase the amount of reacted SiO2-containing material. Noteworthy, quartz sand “solubility” is increased ca 14-fold when indole is used at the same reaction conditions. These benzazoles provide a nucleophilic assistance to the reaction between SiO2 and methanol. During the assistance, the azole ring is methylated by methanol, and the participation of SiO2-surface or tetramethyl orthosilicate molecule facilitates the alkylation reaction of benzazole used.

Chibiryaev A.M. , Kozhevnikov I.V. , Martyanov O.N.
High-Temperature Reaction of SiO2 with Methanol: Nucleophilic Assistance of Some N-Unsubstituted Benzazoles
Applied Catalysis A: General. 2013. V.456. P.159-167. DOI: 10.1016/j.apcata.2013.03.001 WOS Scopus РИНЦ ANCAN OpenAlex

Submitted:	Dec 24, 2012
Accepted:	Mar 1, 2013
Published online:	Mar 13, 2013
Published print:	Apr 10, 2013

Web of science:	WOS:000319637400018
Scopus:	2-s2.0-84876365947
Elibrary:	20430669
Chemical Abstracts:	2013:624720
Chemical Abstracts (print):	158:559428
OpenAlex:	W2000201598

DB	Citing
Web of science	8
Scopus	8
Elibrary	9
OpenAlex	7