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Title: Testing the veracity of claims of Lewis acid catalysis
Authors: Šolić, Ivan
Lin, Hong Xuan
Bates, Roderick Wayland
Keywords: Brønsted
Science::Chemistry::Organic chemistry
Issue Date: 2018
Source: Šolić, I., Lin, H. X., & Bates, R. W. (2018). Testing the veracity of claims of Lewis acid catalysis. Tetrahedron Letters, 59(50), 4434-4436. doi:10.1016/j.tetlet.2018.11.006
Series/Report no.: Tetrahedron Letters
Abstract: Are reactions employing Lewis acids really catalysed by those Lewis acids, or by “hidden Brønsted acids”, i.e. Brønsted acids generated in situ by hydrolysis? Testing of a series of reactions using Sc(III), Fe(III), In(III) and Y(III) by addition of 2,6-di-t-butyl-4-methylpyridine reveal that all are likely to follow the latter pathway. A reaction claimed to be catalysed by CBr4 through halogen bonding is also likely to be Brønsted acid catalysed.
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2018.11.006
Rights: © 2018 Elsevier. All rights reserved. This paper was published in Tetrahedron Letters and is made available with permission of Elsevier.
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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