Cycloaddition Reaction of 1,4-Dihydronaphthalene 1,4-Epoxide with Cyclooctatetraene: Cope Rearrangement in an Adduct
Özet
The reaction of 1,4-dihydro-1,4-epoxynaphthalene with cyclooctatetraene at 130 +/- 5 degrees for 14 days gave the four products 2a,3,3a,4,9,9a,10,10a-octahydro-4,9-epoxy-3,10-ethenocyclobuta[b]anthracene (13). 25-oxanonacyclo[10,10,2,2(5,9),1(14,21),0(2,11),0(3,10),0(4,6),0(13,22),0(15,20)] heptacosa-7,15,17,19,23,26-hexaene (14), 5,5a,6,6a,6b,6c,12a,12b,12c,13,13a,14-dodecahydro-5,14-epoxy-6,13-ethenocycloocta[3',4']cyclobuta[1',2',3,4]-cyclobuta[1,2-b]anthracene (15) and bis-adduct 16. The structures of the products were determined by spectroscopic methods. It was observed that adduct 14 undeergoes a Cope rerrangement. The Cope rearrangement of this adduct was investigated in the temperature range of -85 degrees to 100 degrees by NMR spectroscopy.
Atıf için künye
MENZEK, A., KELEBEKLI, L., Altundas, A., Şahin, E., & Polat, F. (2008). Cycloaddition Reaction of 1,4-Dihydronaphthalene 1,4-Epoxide with Cyclooctatetraene: Cope Rearrangement in an Adduct. HELVETICA CHIMICA ACTA, 91(12), 2367–2378. https://doi.org/10.1002/hlca.200890257
BibTeX
@article{menzek2008-66591,
author = {MENZEK, Abdullah and KELEBEKLI, Latif and Altundas, Aliye and Şahin, Ertan and Polat, Fatos},
title = {Cycloaddition Reaction of 1,4-Dihydronaphthalene 1,4-Epoxide with Cyclooctatetraene: Cope Rearrangement in an Adduct},
journal = {HELVETICA CHIMICA ACTA},
year = {2008},
volume = {91},
number = {12},
pages = {2367--2378},
issn = {0018-019X},
doi = {10.1002/hlca.200890257},
url = {https://akademik.atauni.edu.tr/yayinlar/66591-cycloaddition-reaction-of-14-dihydronaphthalene-14-epoxide-with}
}