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Issue 3, 2017
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Pursuing the active species in an aluminium-based Lewis acid system for catalytic Diels–Alder cycloadditions

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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.

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

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Publication details

The article was received on 04 Nov 2016, accepted on 13 Dec 2016 and first published on 13 Dec 2016


Article type: Paper
DOI: 10.1039/C6DT04213A
Citation: Dalton Trans., 2017,46, 753-759
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    Pursuing the active species in an aluminium-based Lewis acid system for catalytic Diels–Alder cycloadditions

    Z. Liu, R. Ganguly and D. Vidović, Dalton Trans., 2017, 46, 753
    DOI: 10.1039/C6DT04213A

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