Light-Mediated Deiodination and Cyclization Using PtNPs@TiO2

Yasuhiro Uozumi; Go Hamasaka

doi:10.1055/s-0034-1379570

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Synfacts 2014; 10(12): 1342
DOI: 10.1055/s-0034-1379570

Polymer-Supported Synthesis

Light-Mediated Deiodination and Cyclization Using PtNPs@TiO₂

Contributor(s):

Yasuhiro Uozumi

,

Go Hamasaka

McTiernan CD, Pitre SP, Ismaili H, Scaiano JC * University of Ottawa, Canada
Heterogeneous Light-Mediated Reductive Dehalogenations and Cyclizations Utilizing Platinum Nanoparticles on Titania (PtNP@TiO₂).

Adv. Synth. Catal. 2014;
356: 2819-2824

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Publication History

Publication Date:
18 November 2014 (online)

Abstract
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Key words

deiodination - cyclization - platinum nanoparticles - titanium dioxide - heterogeneous catalysis

Significance

Platinum nanoparticles supported on TiO₂ (PtNPs@TiO₂) promoted the deiodination of aryl iodides under photo irradiation to give the corresponding deiodinated products in up to 87% yield (eq. 1). The cyclization of iodo compounds and bisenones was carried out in the presence of PtNPs@TiO₂ under similar conditions to afford the corresponding cyclized products (eqs. 2 and 3).

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Comment

In the deiodination of ethyl 4-iodobenzoate, the catalyst was recovered by centrifugation and reused with loss of its catalytic activity (1^st reuse: 54% yield, 3^rd reuse: trace).

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