Pursuing the active species in an aluminium-based Lewis acid system for catalytic Diels-Alder cycloadditions

Zhizhou Liu, Rakesh Ganguly, Dragoslav Vidović

Research output: Contribution to journalArticleResearchpeer-review

10 Citations (Scopus)

Abstract

Several Al-based complexes supported by a bis(imino)aryl NCN pincer ligand have been prepared. Systematic structural and experimental evidence identified a cationic species, supported by a THF molecule, as the best Lewis acid precatalyst for a range of Diels-Alder cycloadditions. This highlighted the importance of fully isolating and characterizing the active species in any catalytic process especially when Lewis acids are used due to the presence of hidden Brønsted acids (HBAs). Finally, the control experiments conducted in order to eliminate HBA activity that involve a bulky pyridine base should be performed with caution as the corresponding protonated pyridinium salt could also serve as a proton source.

Original languageEnglish
Pages (from-to)753-759
Number of pages7
JournalDalton Transactions
Volume46
Issue number3
DOIs
Publication statusPublished - 1 Jan 2017
Externally publishedYes

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