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Structure-Guided Insights into non-Catalytic (α-hydroxy)alkylation of Olefins with Alcohols Full article

Journal New Journal of Chemistry
ISSN: 1144-0546 , E-ISSN: 1369-9261
Output data Year: 2022, Volume: 46, Number: 20, Pages: 9775-9784 Pages count : 10 DOI: 10.1039/D2NJ00155A
Tags Coagulation; Gels; Growth kinetics; Light transmission; Morphology; Optical data storage; Optical microscopy; Particle size; Polymerization; Precipitation (chemical); Size distribution
Authors Chibiryaev Andrey M. 1
Affiliations
1 Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences, Academician Lavrentiev Avenue 5, 630090, Novosibirsk, Russia

Funding (1)

1 Ministry of Science and Higher Education of the Russian Federation 0239-2021-0003

Abstract: New pairs of "olefin–alcohol" were involved into the non-catalytic (α-hydroxy)alkylation process at 350 °C – the addition reaction of MeOH, EtOH or 2-PrOH to styrene, cyclohexene, 1-heptene, and limonene to produce carbon-chain elongated alcohols. The contribution of different side reactions (transfer hydrogenation, alcohol dehydration, C-alkoxylation, etc.) was described for the first time, and the chemo- and regio-selectivity was evaluated for each pair. As a proof-of-concept, the ability of olefinic precursor to participate in two-step elimination–(α-hydroxy)alkylation tandem reaction with alcohol was confirmed: isobutylene generated in situ from tert-butanol at 350 °C reacted with MeOH to give two isomeric alcohols (isoamyl and neopentyl ones) with 34% selectivity.
Cite: Chibiryaev A.M.
Structure-Guided Insights into non-Catalytic (α-hydroxy)alkylation of Olefins with Alcohols
New Journal of Chemistry. 2022. V.46. N20. P.9775-9784. DOI: 10.1039/D2NJ00155A WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
Submitted: Jan 11, 2022
Accepted: Apr 14, 2022
Published online: Apr 18, 2022
Published print: May 24, 2022
Identifiers:
Web of science: WOS:000792323500001
Scopus: 2-s2.0-85131463203
Elibrary: 48720658
Chemical Abstracts: 2022:1226666
Chemical Abstracts (print): 180:268101
OpenAlex: W4226051537
Citing:
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Scopus 1
Elibrary 1
Web of science 1
OpenAlex 1
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