Tandem Imine Formation and Alkyne Metathesis Enabled by Catalyst Choice

Three-rung molecular ladder 8 was prepared in one pot via tandem imine condensation and alkyne metathesis. Catalyst VI is demonstrated to successfully engender the metathesis of imine-bearing substrate 7, while catalyst III does not. The susceptibility of catalyst VI to deactivation by hydrolysis an...

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Bibliographic Details
Published in:Journal of organic chemistry Vol. 87; no. 13; pp. 8429 - 8436
Main Authors: Greenlee, Andrew J., Chen, Heyu, Wendell, Chloe I., Moore, Jeffrey S.
Format: Journal Article
Language:English
Published: United States American Chemical Society 01-07-2022
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Summary:Three-rung molecular ladder 8 was prepared in one pot via tandem imine condensation and alkyne metathesis. Catalyst VI is demonstrated to successfully engender the metathesis of imine-bearing substrate 7, while catalyst III does not. The susceptibility of catalyst VI to deactivation by hydrolysis and ligand exchange is demonstrated. Assembly and disassembly of ladder 8 in one pot were demonstrated in the presence and absence of a Lewis acid catalyst.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c00538