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Controlled Dealkylation of Alkyl Esters With Halide Salts and Application in Tandem‐Catalyzed Protodecarboxylation of Organic Formates.

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Title: Controlled Dealkylation of Alkyl Esters With Halide Salts and Application in Tandem‐Catalyzed Protodecarboxylation of Organic Formates.
Authors: Mandelaire, Félix1 (AUTHOR), Cantat, Thibault1 (AUTHOR), Anthore‐Dalion, Lucile1 (AUTHOR) lucile.anthore@cea.fr
Source: ChemCatChem. 3/27/2026, Vol. 18 Issue 6, p1-7. 7p.
Subjects: Dealkylation, Lewis acidity, Alkanes, Scission (Chemistry), Esters, Catalysis, Halogen compounds
Abstract: The selective cleavage of the C–O bond of unactivated alkyl esters remains a major challenge to use them as C(sp3)‐electrophiles in cross‐coupling chemistry. Here, we report a systematic study on the dealkylation of alkyl formates using iodide salts, revealing the pivotal role of the Lewis acidic countercation (K+, Na+, Li+, Ca2+, Mg2+, and Al3+) in accelerating C–O bond cleavage. Kinetic analyses demonstrate a seven‐order‐of‐magnitude rate enhancement when replacing LiI with AlI3. To highlight the synthetic potential of this finding, we further integrate this reactivity into a tandem catalytic system combining AlI3 and a ruthenium catalyst, achieving efficient protodecarboxylation of alkyl formates to alkanes with up to 82 % yield. [ABSTRACT FROM AUTHOR]
Copyright of ChemCatChem is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
Database: Engineering Source
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DbLabel: Engineering Source
An: 192597500
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  Data: Controlled Dealkylation of Alkyl Esters With Halide Salts and Application in Tandem‐Catalyzed Protodecarboxylation of Organic Formates.
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  Data: <searchLink fieldCode="AR" term="%22Mandelaire%2C+Félix%22">Mandelaire, Félix</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Cantat%2C+Thibault%22">Cantat, Thibault</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Anthore‐Dalion%2C+Lucile%22">Anthore‐Dalion, Lucile</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> lucile.anthore@cea.fr</i>
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  Data: <searchLink fieldCode="JN" term="%22ChemCatChem%22">ChemCatChem</searchLink>. 3/27/2026, Vol. 18 Issue 6, p1-7. 7p.
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  Data: <searchLink fieldCode="DE" term="%22Dealkylation%22">Dealkylation</searchLink><br /><searchLink fieldCode="DE" term="%22Lewis+acidity%22">Lewis acidity</searchLink><br /><searchLink fieldCode="DE" term="%22Alkanes%22">Alkanes</searchLink><br /><searchLink fieldCode="DE" term="%22Scission+%28Chemistry%29%22">Scission (Chemistry)</searchLink><br /><searchLink fieldCode="DE" term="%22Esters%22">Esters</searchLink><br /><searchLink fieldCode="DE" term="%22Catalysis%22">Catalysis</searchLink><br /><searchLink fieldCode="DE" term="%22Halogen+compounds%22">Halogen compounds</searchLink>
– Name: Abstract
  Label: Abstract
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  Data: The selective cleavage of the C–O bond of unactivated alkyl esters remains a major challenge to use them as C(sp3)‐electrophiles in cross‐coupling chemistry. Here, we report a systematic study on the dealkylation of alkyl formates using iodide salts, revealing the pivotal role of the Lewis acidic countercation (K+, Na+, Li+, Ca2+, Mg2+, and Al3+) in accelerating C–O bond cleavage. Kinetic analyses demonstrate a seven‐order‐of‐magnitude rate enhancement when replacing LiI with AlI3. To highlight the synthetic potential of this finding, we further integrate this reactivity into a tandem catalytic system combining AlI3 and a ruthenium catalyst, achieving efficient protodecarboxylation of alkyl formates to alkanes with up to 82 % yield. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  Data: <i>Copyright of ChemCatChem is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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      – Type: doi
        Value: 10.1002/cctc.70690
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      – Code: eng
        Text: English
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        PageCount: 7
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      – SubjectFull: Dealkylation
        Type: general
      – SubjectFull: Lewis acidity
        Type: general
      – SubjectFull: Alkanes
        Type: general
      – SubjectFull: Scission (Chemistry)
        Type: general
      – SubjectFull: Esters
        Type: general
      – SubjectFull: Catalysis
        Type: general
      – SubjectFull: Halogen compounds
        Type: general
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      – TitleFull: Controlled Dealkylation of Alkyl Esters With Halide Salts and Application in Tandem‐Catalyzed Protodecarboxylation of Organic Formates.
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            NameFull: Cantat, Thibault
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            NameFull: Anthore‐Dalion, Lucile
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            – D: 27
              M: 03
              Text: 3/27/2026
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              Y: 2026
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