Head-to-Tail Selective [2 + 2 + 2] Cycloadditions of Bisallenes Enabled by Ligand-Free Nickel(0)

A ligand-free Ni(0) catalyst enables highly chemo- and regioselective [2 + 2 + 2] cycloadditions between 1,5-bisallenes and acetylenes, affording 6,6-fused hexahydroisoquinoline frameworks under mild conditions. DFT studies reveal that head-to-tail selectivity arises from competing oxidative cyclization pathways with metallacycle geometry dictating product formation. This work highlights how simple nickel complexes can achieve precise molecular construction without the need for ancillary ligands.

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Publication Details

Journal
ACS Catalysis
Published
2025-08-15
DOI
https://doi.org/10.1021/acscatal.5c04046
Citations
1
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
0.94

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article

Head-to-Tail Selective [2 + 2 + 2] Cycloadditions of Bisallenes Enabled by Ligand-Free Nickel(0)

Anna Roglans, Stuart C. D. Kennington, Arijit Saha, Anna Pla‐Quintana et al.
1 citations
ACS Catalysis
Catalytic Alkyne Reactions
0.94
article

Head-to-Tail Selective [2 + 2 + 2] Cycloadditions of Bisallenes Enabled by Ligand-Free Nickel(0)

Anna Roglans, Stuart C. D. Kennington, Arijit Saha, Anna Pla‐Quintana, Roger Monreal‐Corona, Mou Mandal, Albert Poater
article en
1 citations

Abstract

A ligand-free Ni(0) catalyst enables highly chemo- and regioselective [2 + 2 + 2] cycloadditions between 1,5-bisallenes and acetylenes, affording 6,6-fused hexahydroisoquinoline frameworks under mild conditions. DFT studies reveal that head-to-tail selectivity arises from competing oxidative cyclization pathways with metallacycle geometry dictating product formation. This work highlights how simple nickel complexes can achieve precise molecular construction without the need for ancillary ligands.

ACS CatalysisVol. 15(17)
Universitat de Girona (ES)
Universitat de Girona, Ministerio de Ciencia, Innovación y Universidades, Agència de Gestió d'Ajuts Universitaris i de Recerca
Openalex Percentile: Top 22%
Catalytic Alkyne Reactions
0.94
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