A facile and high-yield formation of dipyrrin-boronic acid dyads and triads: a light-harvesting system in the visible region based on the efficient energy transfer

被引：21

作者：

Yamamura, Masaki ^{[1
,2
]}

Yazaki, Shinya ^{[1
,2
]}

Seki, Motofumi ^{[1
,2
]}

Matsui, Yasunori ^{[3
]}

Ikeda, Hiroshi ^{[3
]}

Nabeshima, Tatsuya ^{[1
,2
]}

机构：

[1] Univ Tsukuba, Grad Sch Pure & Appl Sci, Tsukuba, Ibaraki 3058571, Japan

[2] Univ Tsukuba, Tsukuba Res Ctr Interdisciplinary Mat Sci, Tsukuba, Ibaraki 3058571, Japan

[3] Osaka Prefecture Univ, Grad Sch Engn, Sakai, Osaka 5998531, Japan

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2015年 / 13卷 / 09期

关键词：

COMPLEXES; BODIPY; SALEN; DYES; INTERCONVERSION; KINETICS; ELECTRON; DESIGN; ARRAYS;

D O I：

10.1039/c4ob02351j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Artificial light-harvesting systems, Ar, O-BODIPY dyads and triads conjugated with a light harvester, were synthesized in high yield by the reaction of an N2O2-type dipyrrin with boronic acids. Dyad 2 having a pyrene unit underwent quantitative Forster resonance energy transfer (FRET) from the antenna unit, pyrene, to the fluorophore unit, Ar, O-BODIPY. Triads 3.5 and 4.5 were quantitatively prepared by mixing pyridine-appended compounds 3 and 4 with saloph.Zn complex 5, respectively. Triad 4.5 underwent efficient FRET from the saloph.Zn complex unit to the fluorophore unit at the rate of 2.0 x 10(11) s(-1). Interestingly, the fluorescence quenching process in the excited state of the triad 3.5 took place following the energy transfer event. Thus, appropriate positioning of the energy donor and acceptor is necessary to construct a highly efficient FRET system.

引用

页码：2574 / 2581

页数：8