title: Silyl- and Disilanyl-BODIPYs: Synthesis via Catalytic Dehalosilylation and Spectroscopic Properties.
abstract: We describe herein the first synthesis of silyl- and disilanyl-BODIPYs through transition-metal-catalyzed dehalosilylation of iodo-BODIPYs using a Pd(P(tBu)3)2/Et3N/toluene system. Various mono- and bis-silyl-BODIPYs, mono- and bis-disilanyl-BODIPYs and bis-BODIPYs linked by silylene and SiOSi groups were synthesized by using this straightforward method. Silyl- and disilanyl-substitution significantly modifies the spectroscopic properties of the BODIPY, in which the fluorescence quantum yields of the silyl-BODIPYs are remarkably increased, whereas the emission spectra of disilanyl-BODIPYs are red-shifted due to effective σ(SiSi)-π(BODIPY) conjugation.
authors.affiliation: Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, China.
authors.forename: Sisi
authors.initials: S
authors.lastname: Wang
authors.affiliation: Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, China.
authors.forename: Hua
authors.initials: H
authors.lastname: Lu
authors.affiliation: Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, China.
authors.forename: Yanping
authors.initials: Y
authors.lastname: Wu
authors.affiliation: Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, China.
authors.forename: Xuqiong
authors.initials: X
authors.lastname: Xiao
authors.affiliation: Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, China.
authors.forename: Zhifang
authors.initials: Z
authors.lastname: Li
authors.affiliation: Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, China.
authors.forename: Mitsuo
authors.initials: M
authors.lastname: Kira
authors.affiliation: State Key Laboratory of Coordination Chemistry, Nanjing National Laboratory of Microstructures, Nanjing University, Nanjing, 210093, China.
authors.forename: Zhen
authors.initials: Z
authors.lastname: Shen
keywords: BODIPY; conjugation; dyes/pigments; organosilicon; photophysical properties