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Pierlot C, Nardello V, Schrive J, et al. Calcium peroxide diperoxohydrate as a storable chemical generator of singlet oxygen for organic synthesis. J Org Chem. 2002;67(8):2418-23doi: 10.1021/jo010766x.
Pierlot, C., Nardello, V., Schrive, J., Mabille, C., Barbillat, J., Sombret, B., & Aubry, J. M. (2002). Calcium peroxide diperoxohydrate as a storable chemical generator of singlet oxygen for organic synthesis. The Journal of organic chemistry, 67(8), 2418-23. https://doi.org/10.1021/jo010766x
Pierlot, Christel, et al. "Calcium peroxide diperoxohydrate as a storable chemical generator of singlet oxygen for organic synthesis." The Journal of organic chemistry vol. 67,8 (2002): 2418-23. doi: https://doi.org/10.1021/jo010766x
Pierlot C, Nardello V, Schrive J, Mabille C, Barbillat J, Sombret B, Aubry JM. Calcium peroxide diperoxohydrate as a storable chemical generator of singlet oxygen for organic synthesis. J Org Chem. 2002 Apr 19;67(8):2418-23. doi: 10.1021/jo010766x. PMID: 11950282.
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J Org Chem. 2002 Apr 19;67(8):2418-23. doi: 10.1021/jo010766x.

Calcium peroxide diperoxohydrate as a storable chemical generator of singlet oxygen for organic synthesis.

The Journal of organic chemistry

Christel Pierlot, Véronique Nardello, Jordane Schrive, Caroline Mabille, Jacques Barbillat, Bernard Sombret, Jean-Marie Aubry

Affiliations

  1. LCOM, Equipe "Oxydation et Formulation", ESA CNRS 8009, ENSCL, BP 108, F-59 652 Villeneuve d'Ascq Cedex, France.

PMID: 11950282 DOI: 10.1021/jo010766x

Abstract

Calcium peroxide diperoxohydrate (CaO(2).2H(2)O(2)) is an environmentally friendly generator of singlet oxygen ((1)O(2), (1)Delta(g)) that can be used in organic synthesis as an alternative to the regular photochemical method. This compound produces (1)O(2) in various solvents and can be easily recovered by filtration for further regeneration. Both monitoring of (1)O(2) luminescence at 1270 nm and specific trapping have shown that CaO(2).2H(2)O(2) can be stored for several days at -80 degrees C and that the yield of (1)O(2) is equal to 25%. Oxidation of typical organic substrates in methanol or THF through [4 + 2] or [2 + 2] cycloaddition and ene reaction have been carried out on a preparative scale with total conversion and selectivity.

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