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Peer-reviewedCC BY-NCFaraday Discussions

Site-selective methylene C–H oxidation of an alkyl diamine enabled by supramolecular recognition using a bioinspired manganese catalyst

  • Arnau Vicens
  • Laia Vicens
  • Giorgio Olivo
  • Osvaldo Lanzalunga
  • Stefano Di Stefano
  • Miquel Costas
Open at sourcePDFDOICite

Abstract

H-NMR studies evidence simultaneous binding of the two protonated amine moieties to the crown ether receptors. This recognition has been used to pursue site-selective oxidation of a methylenic site, using hydrogen peroxide as oxidant in the presence of carboxylic acids as co-ligands. Excellent site-selectivity towards the central methylenic sites (C6 and C7) is observed, overcoming selectivity parameters derived from polar deactivation by simple amine protonation and selectivity observed in the oxidation of related monoprotonated amines.

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Cite

BibTeXRIS
BibTeX
@article{vicens2026siteselective,
  title = {{Site-selective methylene C–H oxidation of an alkyl diamine enabled by supramolecular recognition using a bioinspired manganese catalyst}},
  author = {Arnau Vicens and Laia Vicens and Giorgio Olivo and Osvaldo Lanzalunga and Stefano Di Stefano and Miquel Costas},
  journal = {Faraday Discussions},
  year = {2026},
  month = oct,
  doi = {10.1039/d2fd00177b},
  url = {https://hal.science/hal-05786810v1},
  note = {CC BY-NC},
}
RIS
TY  - JOUR
TI  - Site-selective methylene C–H oxidation of an alkyl diamine enabled by supramolecular recognition using a bioinspired manganese catalyst
AU  - Arnau Vicens
AU  - Laia Vicens
AU  - Giorgio Olivo
AU  - Osvaldo Lanzalunga
AU  - Stefano Di Stefano
AU  - Miquel Costas
PY  - 2026
DA  - 2026/10/08
JO  - Faraday Discussions
DO  - 10.1039/d2fd00177b
UR  - https://hal.science/hal-05786810v1
AB  - H-NMR studies evidence simultaneous binding of the two protonated amine moieties to the crown ether receptors. This recognition has been used to pursue site-selective oxidation of a methylenic site, using hydrogen peroxide as oxidant in the presence of carboxylic acids as co-ligands. Excellent site-selectivity towards the central methylenic sites (C6 and C7) is observed, overcoming selectivity parameters derived from polar deactivation by simple amine protonation and selectivity observed in the oxidation of related monoprotonated amines.
SN  - 1359-6640
SN  - 1364-5498
ER  -