Effect of Structure and Acidity of Acid Modified Clay Materials on Synthesis of Octahydro-2H-Chromen-4-ol from Vanillin and Isopulegol | Sciact - CRIS-system of Boreskov Institute of Catalysis

Effect of Structure and Acidity of Acid Modified Clay Materials on Synthesis of Octahydro-2H-Chromen-4-ol from Vanillin and Isopulegol Full article

Journal

Catalysis Communications
ISSN: 1566-7367 , E-ISSN: 1873-3905

Output data

Year: 2015, Volume: 69, Pages: 234-238 Pages count : 5 DOI: 10.1016/j.catcom.2015.07.005

Tags

Acid activation, Kaolin, Metakaolin, Montmorillonite, Octahydro-2H-chromen-4-ol, Prins cyclization reaction

Authors

Timofeeva Maria N. ^1,2,3 , Panchenko Valentina N. ^1,2 , Gil Antonio ⁴ , Zakusin Sergey V. ^5,6 , Krupskaya Victoria V. ^5,6 , Volcho Konstantin P. ⁷ , Vicente Miguel A. ⁸

Affiliations

1	Boreskov Institute of Catalysis SB RAS, Prospekt Akad. Lavrentieva 5, 630090 Novosibirsk, Russian Federation
2	Novosibirsk State University, St. Pirogova 2, 630090 Novosibirsk, Russian Federation
3	Novosibirsk State Technical University, Prospekt K. Marksa 20, 630092 Novosibirsk, Russian Federation
4	Department of Applied Chemistry, Public University of Navarra, 31006 Pamplona, Spain
5	Institute of Geology of Ore Deposits, Petrography, Mineralogy and Geochemistry RAS, Pr. Staromonetny 35, 119017 Moscow, Russian Federation
6	Moscow State University, Leninskie Gory 1, 119991 Moscow, Russian Federation
7	Novosibirsk Institute of Organic Chemistry SB RAS, Prospekt Akad. Lavrentieva 9, 630090 Novosibirsk, Russian Federation
8	Department of Inorganic Chemistry, University of Salamanca, Salamanca, Spain

Funding (7)

1	Federal Agency for Scientific Organizations	V.44.2.12.
2	Russian Foundation for Basic Research	14-03-00854
3	Russian Foundation for Basic Research	14-05-00297
4	Siberian Branch of the Russian Academy of Sciences
5	Ministry of Economic Affairs and Digital Transformation	MAT2013-47811-C2-1-R, MAT2013-47811-C2-2-R
6	The Ministry of Education and Science of the Russian Federation
7	Ministry of Economic Affairs and Digital Transformation

The Prins cyclization of (−)-isopulegol with vanillin to form octahydro-2H-chromen-4-ol was studied in the presence of natural layered aluminosilicates modified by 0.5 mol/dm3 HCl, such as montmorillonite, kaolin, and metakaolin obtained by the calcination of kaolin at 650 °C. According to infrared spectroscopy using pyridine as probe molecule, the amount and strength of Brønsted acid sites depend on the type of clay and decrease in the following order HCl-montmorillonite N HCl-kaolin N HCl-metakaolin. The difference in Brønsted acidity and textural properties of clays affected the reaction rate and the selectivity towards octahydro-2H-chromen-4-ol

Timofeeva M.N. , Panchenko V.N. , Gil A. , Zakusin S.V. , Krupskaya V.V. , Volcho K.P. , Vicente M.A.
Effect of Structure and Acidity of Acid Modified Clay Materials on Synthesis of Octahydro-2H-Chromen-4-ol from Vanillin and Isopulegol
Catalysis Communications. 2015. V.69. P.234-238. DOI: 10.1016/j.catcom.2015.07.005 WOS Scopus РИНЦ ANCAN OpenAlex

Submitted:	May 28, 2015
Accepted:	Jul 4, 2015
Published online:	Jul 12, 2015
Published print:	Sep 1, 2015

Web of science:	WOS:000359885900049
Scopus:	2-s2.0-84937214402
Elibrary:	23991205
Chemical Abstracts:	2015:1216432
Chemical Abstracts (print):	163:295688
OpenAlex:	W1869664818

DB	Citing
Web of science	25
Scopus	25
Elibrary	24
OpenAlex	30