title: Quantitative Scale for the Trifluoromethylthio Cation-Donating Ability of Electrophilic Trifluoromethylthiolating Reagents.
abstract: A new parameter, trifluoromethylthio cation-donating ability (Tt(+)DA), is introduced as a quantitative descriptor for the propensity of electrophilic trifluoromethylthiolating reagents to transfer a CF3S moiety in organic synthesis. The first Tt(+)DA scale of popular reagents has been established through DFT calculations. Excellent correlation has been identified between the Tt(+)DAs of N-SCF3-type reagents and the pKa of the corresponding acids, offering a powerful avenue for the rational design of novel reagents.
authors.forename: Man
authors.initials: M
authors.lastname: Li
authors.forename: Jinping
authors.initials: J
authors.lastname: Guo
authors.forename: Xiao-Song
authors.initials: XS
authors.lastname: Xue
authors.affiliation: Center of Basic Molecular Science, Department of Chemistry, Tsinghua University , Beijing 100084, China.
authors.forename: Jin-Pei
authors.initials: JP
authors.lastname: Cheng