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Regioselectivity inversion tuned by iron() salts in palladium-catalyzed carbonylations

Impactful regioselectivity control is crucial for cost-effective chemical synthesis. By using cheap and abundant iron( iii ) salts, the hydroxycarbonylations of both aromatic and aliphatic alkenes were significantly enhanced in both reactivity and selectivity ( iso / n or n / iso up to >99 : 1)....

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2018-04, Vol.54 (32), p.3967-397
Main Authors: Huang, Zijun, Cheng, Yazhe, Chen, Xipeng, Wang, Hui-Fang, Du, Chen-Xia, Li, Yuehui
Format: Article
Language:English
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Summary:Impactful regioselectivity control is crucial for cost-effective chemical synthesis. By using cheap and abundant iron( iii ) salts, the hydroxycarbonylations of both aromatic and aliphatic alkenes were significantly enhanced in both reactivity and selectivity ( iso / n or n / iso up to >99 : 1). Moreover, Pd-catalyzed carbonylation selectivity can be switched from branched to linear by using different Fe( iii ) salts. In addition, similar results were obtained for the carbonylation of secondary alcohols. We disclose the Pd-catalyzed carbonylation of alkenes and alcohols, with the regioselectivity tuned by the anion of Fe( iii ) salts.
ISSN:1359-7345
1364-548X
DOI:10.1039/c8cc01190g