Experimental and Theoretical Investigations of the Bromination of Phenols with β and γ Aliphatic Substituents, including Rings.

Autor: Zhang J; Department of Chemistry and Biochemistry, California State University , Chico, California 95929-0210, United States., Chang X; Department of Chemistry and Biochemistry, California State University , Chico, California 95929-0210, United States., Bowman EC; Department of Chemistry and Biochemistry, California State University , Chico, California 95929-0210, United States., Holt CJ; Department of Chemistry and Biochemistry, California State University , Chico, California 95929-0210, United States., Lodewyk MW; Department of Chemistry and Biochemistry, California State University , Chico, California 95929-0210, United States., Miller RM; Department of Chemistry and Biochemistry, California State University , Chico, California 95929-0210, United States., Xia G; Department of Chemistry and Biochemistry, California State University , Chico, California 95929-0210, United States.; School of Chemistry and Chemical Engineering, University of Jinan , Jinan, Shandong 250022, P. R. China.
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2015 Sep 18; Vol. 80 (18), pp. 9292-6. Date of Electronic Publication: 2015 Sep 03.
DOI: 10.1021/acs.joc.5b01866
Abstrakt: Bromination reactions of substituted and ring fused phenols were studied by both experiment (t-BuNH-Br) and computation (density functional theory). The outcomes support each other, indicating a clear and predictable regioselective preference among 3,4-bis-alkylated and 3,4-ring-fused phenols.
Databáze: MEDLINE