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Influence of Hydrogen Bond Donating Sites in UiO‐66 Metal‐Organic Framework for Highly Regioselective Methanolysis of Epoxides
Author(s) -
Das Aniruddha,
Anbu Nagaraj,
Sk Mostakim,
Dhakshinamoorthy Amarajothi,
Biswas Shyam
Publication year - 2020
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201902219
Subject(s) - styrene oxide , epoxide , regioselectivity , chemistry , catalysis , styrene , cyclohexene oxide , linker , naphthalene , oxide , hydrogen bond , propylene oxide , combinatorial chemistry , polymer chemistry , organic chemistry , copolymer , ethylene oxide , molecule , polymer , computer science , operating system
Abstract A Zr(IV)‐based UiO‐66 metal‐organic framework (MOF) (named 1 ) was synthesized by employing 1‐(aminomethyl)naphthalene‐2‐ol appended terephthalate linker and Zr(IV) salt via solvothermal method and subsequently characterized. Furthermore, the potential efficiency of activated (named 1′ ) form of as‐synthesized MOF was investigated as an organocatalyst for the ring‐opening of epoxide by methanol. The catalytic performance of 1 and 1′ was studied in the methanolysis of styrene oxide as a model substrate and the activity of 1′ was also examined with various alcohols. Under the optimized reaction conditions, the catalytic performance of 1′ reached 96 % conversion of styrene oxide to its corresponding product with 98 % regioselectivity. The reusability and stability of the catalyst were proved by recycling up to four runs in the methanolysis of styrene oxide. The Lewis acidity originating from metal nodes and hydrogen bond donating (HBD) sites in the linker is distributed homogeneously throughout the framework, thus playing crucial role in the activation of epoxide with easy accessibility.