title: The Catalyst-Controlled Regiodivergent Chlorination of Phenols.
abstract: Different catalysts are demonstrated to overcome or augment a substrate's innate regioselectivity. Nagasawa's bis-thiourea catalyst was found to overcome the innate para-selectivity of electrophilic phenol chlorination, yielding ortho-chlorinated phenols that are not readily obtainable via canonical electrophilic chlorinations. Conversely, a phosphine sulfide derived from 2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) was found to enhance the innate para-preference of phenol chlorination.
authors.affiliation: Department of Chemistry and Biochemistry, San Diego State University , 5500 Campanile Drive, San Diego, California 92182, United States.
authors.forename: Sean M
authors.initials: SM
authors.lastname: Maddox
authors.affiliation: Department of Chemistry and Biochemistry, San Diego State University , 5500 Campanile Drive, San Diego, California 92182, United States.
authors.forename: Andrew N
authors.initials: AN
authors.lastname: Dinh
authors.affiliation: Department of Chemistry and Biochemistry, San Diego State University , 5500 Campanile Drive, San Diego, California 92182, United States.
authors.forename: Felipe
authors.initials: F
authors.lastname: Armenta
authors.affiliation: Department of Physical Sciences, Southwestern College , 900 Otay Lakes Road, Chula Vista, California 91910, United States.
authors.forename: Joann
authors.initials: J
authors.lastname: Um
authors.affiliation: Department of Chemistry and Biochemistry, San Diego State University , 5500 Campanile Drive, San Diego, California 92182, United States.
authors.forename: Jeffrey L
authors.initials: JL
authors.lastname: Gustafson