Synthesis and photo-physical properties of a series of BODIPY dyes

TETRAHEDRON

卷:69

Article

Banfi, Stefano¹  Nasini, Gianluca²  Zaza, Stefano³  Caruso, Enrico¹ 

[1] Univ Insubria, Dept Theoret & Appl Sci DiSTA, I-21100 Varese, Italy

[2] Politecn Milan, Dept Chem Mat & Chem Engn, CNR ICRM, Milan, Italy

[3] Shimadzu Italia Srl, I-20139 Milan, Italy

关键词: BODIPY;    Fluorescence;    Singlet oxygen;    Lipophilicity;    IC50;    Photodegradation;   

DOI  :  10.1016/j.tet.2013.04.064

来源: Elsevier

【 摘 要 】

A series of 39 boron-dipyrrolylmethenes (BODIPYs) have been synthesized and characterized. Their spectroscopic properties, degree of lipophilicity, chemical stability under irradiation, and singlet-oxygen generation rate have also been studied. These compounds differ in the presence of ethyl groups (group A), hydrogens (group B) or iodines (group C) on the 2,6 positions; these appendices confer particular characteristics to each group. The presence of an aromatic substituent or hydrogen on the indacene 8 position produces 13 different molecules of each group. Besides the effects exerted by the group or atom on the 2,6 positions, the substituent on the 8 position exerts a further effect on the physico-chemical parameters, thus the desired properties of BODIPYs, concerning fluorescence, lipophilicity, and singlet oxygen production can be modulated accordingly. (C) 2013 Elsevier Ltd. All rights reserved.

【 授权许可】

Free