ZnAlMCM-41: a very ecofriendly and reusable solid acid catalyst for the highly selective synthesis of 1,3-dioxanes by the Prins cyclization of olefins

Selvaraj, Manickam and Assiri, Mohammed A. and Singh, Hari and Appaturi, Jimmy Nelson and Ch, Subrahmanyam and Ha, Chang-Sik (2021) ZnAlMCM-41: a very ecofriendly and reusable solid acid catalyst for the highly selective synthesis of 1,3-dioxanes by the Prins cyclization of olefins. Dalton Transactions, 50 (5). pp. 1672-1682. ISSN 1477-9226

Text (Open access)
d0dt04158k.pdf - Submitted Version
Available under License Creative Commons Attribution No Derivatives.

Download (1MB) | Preview


The Prins cyclization of styrene (SE) with paraformaldehyde (PFCHO) was conducted with mesoporous ZnAlMCM-41 catalysts for the synthesis of 4-phenyl-1,3-dioxane (4-PDO) using a liquid phase heterogeneous catalytic method. For a comparison study, the Prins cyclization reaction was also conducted over different nanoporous catalysts,e.g.mesoporous solid acid catalysts, AlMCM-41(21) and ZnMCM-41(21), and microporous catalysts, USY, Hβ, HZSM-5, and H-mordenite. The recyclable mesoporous ZnAlMCM-41 catalysts were reused in this reaction to evaluate their catalytic stabilities. Since ZnAlMCM-41(75) has higher catalytic activity than other solid acid catalysts, washed ZnAlMCM-41(75)/W-ZnAlMCM-41(75) was prepared using an efficient chemical treatment method and used with various reaction parameters to find an optimal parameter for the highly selective synthesis of 4-PDO. W-ZnAlMCM-41(75) was also used in the Prins cyclization of olefins with PFCHO and formalin (FN, 37% aqueous solution of formaldehyde (FCHO)) under different reaction conditions to obtain 1,3-dioxanes, which are widely used as solvents or intermediates in organic synthesis. Based on the nature of catalysts used under different reaction conditions, a reasonable plausible reaction mechanism for the Prins cyclization of SE with PFCHO is proposed. Notably, it can be seen from the catalytic results of all catalysts that the W-ZnAlMCM-41(75) catalyst has higher 4-PDO selectivity with exceptional catalytic activity than other microporous and mesoporous catalysts.

[error in script]
IITH Creators:
IITH CreatorsORCiD
Ch, Subrahmanyamhttps://orcid.org/0000-0002-2643-3854
Item Type: Article
Uncontrolled Keywords: ZnAlMCM-41, solid acid catalyst, 1,3-dioxanes, Prins cyclization, olefins
Subjects: Chemistry > Organic chemistry
Chemistry > Mineralogy
Divisions: Department of Chemistry
Depositing User: . LibTrainee 2021
Date Deposited: 12 Mar 2021 09:58
Last Modified: 12 Mar 2021 09:58
URI: http://raiith.iith.ac.in/id/eprint/7660
Publisher URL: http://doi.org/10.1039/d0dt04158k
OA policy: https://v2.sherpa.ac.uk/id/publication/18010
Related URLs:

Actions (login required)

View Item View Item
Statistics for RAIITH ePrint 7660 Statistics for this ePrint Item