Unprecedented 1,2-mesityl shift for the synthesis of iridafurans

The reactivity of tertiary propargylic alcohols bearing a mesityl substituent with [IrCp*Cl(NCMe)(PMe<sub>3</sub>)]PF<sub>6</sub> has revealed a previously unreported 1,2-mesityl rearrangement, leading to the formation of α-iridafuran complexes. Comparative analysis with the rhodium analogue as well as different substituents at the propargylic alcohol highlights the unique reactivity of the iridium system, the key role of the mesityl group and the importance of substituent topology.

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Publication Details

Journal
Dalton Transactions
Published
2025-12-04
DOI
https://doi.org/10.1039/d5dt02755a
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Unprecedented 1,2-mesityl shift for the synthesis of iridafurans

S. Bolaño, Nicolás Otero, Ángeles Peña‐Gallego, María Talavera et al.
Dalton Transactions
Catalytic Alkyne Reactions
article

Unprecedented 1,2-mesityl shift for the synthesis of iridafurans

S. Bolaño, Nicolás Otero, Ángeles Peña‐Gallego, María Talavera, Antonio Bermejo Gómez
article en

Abstract

The reactivity of tertiary propargylic alcohols bearing a mesityl substituent with [IrCp*Cl(NCMe)(PMe<sub>3</sub>)]PF<sub>6</sub> has revealed a previously unreported 1,2-mesityl rearrangement, leading to the formation of α-iridafuran complexes. Comparative analysis with the rhodium analogue as well as different substituents at the propargylic alcohol highlights the unique reactivity of the iridium system, the key role of the mesityl group and the importance of substituent topology.

Dalton TransactionsVol. 55(2)
Universidade de Vigo (ES)
Universidade de Vigo, Xunta de Galicia, European Regional Development Fund
Openalex Percentile: Top 71%
Catalytic Alkyne Reactions
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