An oxidative rearrangement of 6-phenylbicyclo[3.2.0]heptan-6-ol to 1,1'-biphenyl-carbaldehydes: A mechanistic study
Özet
Acid-catalyzed rearrangement of 6-phenylbicyclo[3.2.0]heptan-6-ol gave 1,1'-biphenyl and 1,1'-biphenyl-carbaldehydes in small amounts as well as the expected rearrangement products. A detailed study of the reaction mechanism revealed that the conversion occurs via an oxidative process through the consecutive formation of cycloheptadienes, cycloheptatrienes, and 1,1'-biphenyls. The acid-catalyzed rearrangement of 6-phenylbicyclo[3.2.0]hept-2-en-6-ols gave 1- and 2-phenylcycloheptatrienes directly, from which 1,1'-biphenyl and 1,1'-biphenyl-carbaldehydes were obtained by oxidation.
Atıf için künye
Ceylan, M., Findik, E., & Seçen, H. (2008). An oxidative rearrangement of 6-phenylbicyclo[3.2.0]heptan-6-ol to 1,1'-biphenyl-carbaldehydes: A mechanistic study. HELVETICA CHIMICA ACTA, 91(3), 559–568. https://doi.org/10.1002/hlca.200890058
BibTeX
@article{ceylan2008-71423,
author = {Ceylan, Mustafa and Findik, Esra and Seçen, Hasan},
title = {An oxidative rearrangement of 6-phenylbicyclo[3.2.0]heptan-6-ol to 1,1'-biphenyl-carbaldehydes: A mechanistic study},
journal = {HELVETICA CHIMICA ACTA},
year = {2008},
volume = {91},
number = {3},
pages = {559--568},
issn = {0018-019X},
doi = {10.1002/hlca.200890058},
url = {https://akademik.atauni.edu.tr/yayinlar/71423-an-oxidative-rearrangement-of-6-phenylbicyclo320heptan-6-ol-to-11-biphenyl}
}