Bibliographic Details
| 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] |
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| Database: |
Engineering Source |
