Keywords
2,5-dimethoxy-3,4-(methylenedioxy)benzyl alcohol
apiol
cyclotriveratrylene
molecular hosts
tribenzo[a,d,g][9]annulenes
trimerization
Abstract
1,4,6,9,11,14-Hexamethoxy-2,3,7,8,12,13-tris(methylene-dioxy)-10,15-dihydro-5H-tribenzo[a,d,g][9] annulene, a new representative of a cyclotriveratrylene family, was prepared in high yield by acid-catalyzed trimerization of 2,5-di-methoxy-3,4-(methylenedioxy)benzyl alcohol. Structure of the product was confirmed by X-ray diffraction.
References
1.
Dolomanov O.V., Bourhis L.J., Gildea R.J., Howard J.A., Puschmann H.
Journal of Applied Crystallography,
2009
2.
Semenov V.V., Kiselyov A.S., Titov I.Y., Sagamanova I.K., Ikizalp N.N., Chernysheva N.B., Tsyganov D.V., Konyushkin L.D., Firgang S.I., Semenov R.V., Karmanova I.B., Raihstat M.M., Semenova M.N.
Journal of Natural Products,
2010
3.
Brotin T., Dutasta J.
Chemical Reviews,
2008
4.
Hardie M.J.
Chemical Society Reviews,
2010
5.
Zimmermann H., Tolstoy P., Limbach H., Poupko R., Luz Z.
Journal of Physical Chemistry B,
2004
6.
7.
Erdtman H., Haglid F., Ryhage R., Ryhage R., Stevens R.
Acta Chemica Scandinavica,
1964
8.
Zhang D., Martinez A., Dutasta J.
Chemical Reviews,
2017
9.
Samet A.V., Shevchenko O.G., Rusak V.V., Chartov E.M., Myshlyavtsev A.B., Rusanov D.A., Semenova M.N., Semenov V.V.
Journal of Natural Products,
2019
10.
Jiao J., Sun B., Ding Y., Zheng H., Zhao Y., Jiang J., Lin C., Wang L.
Organic Letters,
2020
11.
Tsyganov D.V., Samet A.V., Silyanova E.A., Ushkarov V.I., Varakutin A.E., Chernysheva N.B., Chuprov-Netochin R.N., Khomutov A.A., Volkova A.S., Leonov S.V., Semenova M.N., Semenov V.V.
ACS Omega,
2022
12.
Manville J.F., Troughton G.E.
Journal of Organic Chemistry,
1973
13.
Hardie M.J.
Chemistry Letters,
2016
14.
Lindsey A.S.
Journal of the Chemical Society (Resumed),
1965
15.
Longin O., van de Langemheen H., Liskamp R.M.
Bioorganic and Medicinal Chemistry,
2017
16.
Silyanova E.A., Ushkarov V.I., Samet A.V., Maksimenko A.S., Koblov I.A., Kislyi V.P., Semenova M.N., Semenov V.V.
Mendeleev Communications,
2022
17.
Qandil A.M., Lewis M.M., Jassen A., Leonard S.K., Mailman R.B., Nichols D.E.
Bioorganic and Medicinal Chemistry,
2003
18.
Patel N., Modi K., Bhatt K., Mohan B., Parikh J., Liska A., Ludvik J., Patel C., Jain V.K., Mishra D.
Journal of Molecular Structure,
2023
19.
Tsyganov D.V., Demchuk D.V., Adaeva O.I., Konyushkin L.D., Minyaev M.E., Khrustalev V.N., Semenov V.V.
Mendeleev Communications,
2023