Stereoelectronics of silyloxybenzoic acids
[Display omitted] Synthetic organic chemists generally think of silyl ethers as easier-to-cleave alkyl ethers, frequently neglecting to consider both the unique facets of elemental silicon and the size of commonly used trialkylsilyl protecting groups. In this study, several ortho- and para-silyloxyb...
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Published in | Tetrahedron letters Vol. 56; no. 4; pp. 642 - 645 |
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Main Authors | , , , , , |
Format | Journal Article |
Language | English |
Published |
Elsevier Ltd
21.01.2015
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Subjects | |
Online Access | Get full text |
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Summary: | [Display omitted]
Synthetic organic chemists generally think of silyl ethers as easier-to-cleave alkyl ethers, frequently neglecting to consider both the unique facets of elemental silicon and the size of commonly used trialkylsilyl protecting groups. In this study, several ortho- and para-silyloxybenzoic acids were investigated spectroscopically and as catalysts for a Friedel–Crafts reaction, with results highlighting some of the underestimated aspects of trialkylsilyloxyl substituents. |
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Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 0040-4039 1873-3581 |
DOI: | 10.1016/j.tetlet.2014.12.013 |