CageCarbene-Ir Complex Enables Selective Alkylation and Alkenylation of Benzyl Alcohols with Alkyl Sulfones

Weikang Jiang , Xuebing Leng , Yanzhe Yang , Long Lu , Qilong Shen

Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (24) : 3582 -3588.

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Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (24) :3582 -3588. DOI: 10.1002/cjoc.70297
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CageCarbene-Ir Complex Enables Selective Alkylation and Alkenylation of Benzyl Alcohols with Alkyl Sulfones
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Abstract

A bis-carbene iridium catalyst with a unique structure, featuring a straightforward synthetic route and low-cost ligands was developed. This catalyst exhibits high catalytic activity in the Julia-type olefination reactions between sulfone compounds and benzyl alcohol derivatives, with catalyst loading reduced to as low as 0.5 mol%. Furthermore, by adjusting the reaction conditions, the resultant olefinic products can be further reduced in a single step to afford the corresponding alkane compounds. This study also explores the reaction mechanism, proposing a plausible catalytic cycle based on a series of control experiments.

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Alkylation / Alkenylation / N-Heterocyclic carbene / Iridium / Dehydrogenative

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Weikang Jiang, Xuebing Leng, Yanzhe Yang, Long Lu, Qilong Shen. CageCarbene-Ir Complex Enables Selective Alkylation and Alkenylation of Benzyl Alcohols with Alkyl Sulfones. Chinese Journal of Chemistry, 2025, 43(24): 3582-3588 DOI:10.1002/cjoc.70297

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