BODIPY functionalized o-carborane dyads for low-energy photosensitization. Issue 6 (8th December 2014)

• Record Type: Journal Article
• Authors: Jin, Guo Fan; Cho, Yang-Jin; Wee, Kyung-Ryang; Hong, Seong Ahn; Suh, Il-Hwan; Son, Ho-Jin; Lee, Jong-Dae; Han, Won-Sik; Cho, Dae Won; Kang, Sang Ook
• Is Part Of: Dalton transactions. Volume 44:Issue 6(2015)
• Page Start: 2780
• Page End: 2787
• Publication Date: 2014-12-08
• Subjects: Chemistry, Inorganic -- Periodicals; Chemistry, Physical and theoretical -- Periodicals; Chemistry, Inorganic -- Periodicals; 546.05
• DOI: 10.1039/c4dt03123g
• Languages: English
• ISSNs: 1477-9226

Abstract

Abstract : Bodipy- o -carborane dyads undergo a photo-induced electron transfer (PET) process under low energy visible light sensitization and their PET efficiencies are in the 63–71% range. Abstract : A new type of organic dyad that can induce low-energy photosensitization has been developed; electron donor and electron acceptor units are boron dipyrromethene (BODIPY) and ortho -carborane ( o -Cb), respectively. The new dyads consist of a V-shaped BODIPY-( o -Cb)-BODIPY molecular array in which two BODIPY units are substituted onto two adjacent carbon atoms of the central o -Cb. In the presence of the o -Cb unit, as an electron acceptor, significant fluorescence quenching was observed which indicated that photoinduced electron transfer (PET) had occurred from the end-on BODIPY units to the central o -Cb with PET efficiencies of 63–71%. As a result, the corresponding cationic and anionic species that are responsible for the charge transfer state were detected by the serial spectroelectrochemical studies: cationic BODIPY radicals at 400 nm at the applied voltage of 1.44 V and broad absorption bands of anionic o -Cb radicals in the range of 250–490 nm at −1.84 V. Transient absorption studies further confirmed the BODIPY radical anion at 540 nm and the o -Cb radical anion at 350–475 nm with a structureless broad band.