Abstract
Condensation of aromatic aldehydes with 3(8)-acetyl-4(7)-difluoroboryloxycoumarin intramolecular complexes gave boron complexes of α,β-unsaturated ketones, whose hydrolysis afforded the corresponding hydroxy cinnamoylcoumarins. The boron complexes and their hydrolysis products intensely absorb and fluoresce in the visible region of the spectrum.
Similar content being viewed by others
References
W. Dilthey, Ber., 1903, 36, 3207.
Y. Shizuri, K. Kato, Y. Hirata, A. Nurobushi, and S. Yamanura, J. Chem. Soc., 1969, 2774.
V. F. Traven, O. B. Safronova, L. I. Vorob’eva, T. A. Chibisova, and I. N. Senchenya, Zh. Obshch. Khim., 2000, 70, 847 [Russ. J. Gen. Chem., 2000, 70 (Engl. Transl.)].
V. F. Traven, A. V. Manaev, O. B. Safronova, T. A. Chibisova, K. A. Lysenko, and M. Yu. Antipin, Zh. Obshch. Khim., 2000, 70, 853 [Russ. J. Gen. Chem., 2000, 70 (Engl. Transl.)].
A. Mustafa, O. H. Hishmat, and A. A. Nawar, Tetrahedron, 1963, 19, 1831.
V. F. Traven, T. A. Chibisova, and A. V. Manaev, Dyes and Pigments, 2003, 58, 41.
M. J. S. Dewar, E. G. Zoebisch, E. F. Healy, and J. J. P. Stewart, J. Am. Chem. Soc., 1985, 107, 3902.
A. V. Manaev, T. A. Chibisova, K. A. Lysenko, M. Yu. Antipin, and V. F. Traven, Izv. Akad. Nauk, Ser. Khim., 2006, 2012 [Russ. Chem. Bull., Int. Ed., 2006, 2091].
Author information
Authors and Affiliations
Corresponding author
Additional information
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2144–2150, December, 2006.
Rights and permissions
About this article
Cite this article
Manaev, A.V., Chibisova, T.A. & Traven, V.F. Boron chelates in the synthesis of α,β-unsaturated ketones of the coumarin series. Russ Chem Bull 55, 2226–2232 (2006). https://doi.org/10.1007/s11172-006-0576-5
Received:
Revised:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11172-006-0576-5