Gotfredsen Henrik, Storm Freja Eilsø, Muñoz Alberto Viñas, Santella Marco, Kadziola Anders, Hammerich Ole, Mikkelsen Kurt V, Nielsen Mogens Brøndsted
Department of Chemistry, University of Copenhagen, Universitetsparken 5, 2100, Copenhagen Ø, Denmark.
Chemistry. 2017 Nov 16;23(64):16194-16198. doi: 10.1002/chem.201704551. Epub 2017 Oct 23.
Boron subphthalocyanines comprised of three isoindole units bridged by aza-linkages are attractive light harvesters on account of their intense low-energy absorptions. Herein, we present a class of related compounds, in which one or two isoindole units are substituted for thieno[3,4-c]pyrrole units - thieno-fused subporphyrazines. Such changes have remarkable consequences for the optical properties, as was revealed by combined experimental and theoretical studies. Thus, we find that the lowest-energy absorptions cover a much broader region with a significantly redshifted end-absorption and without compromising the absorption intensities. Thieno-fused subporphyrazines also underwent more readily oxidation and reduction, indicating an increased HOMO energy and decreased LUMO energy. In addition, they were found to readily co-crystallize with Buckminsterfullerene, C . Altogether, these findings render this new class of chromophores attractive candidates for light-harvesting applications.
由氮杂键桥连的三个异吲哚单元组成的硼亚酞菁，因其强烈的低能吸收而成为有吸引力的光捕获剂。在此，我们展示了一类相关化合物，其中一个或两个异吲哚单元被噻吩并[3,4-c]吡咯单元取代——噻吩稠合亚卟啉。如结合实验和理论研究所揭示的，这种变化对光学性质有显著影响。因此，我们发现最低能量吸收覆盖了更宽的区域，末端吸收有明显的红移，且不影响吸收强度。噻吩稠合亚卟啉也更容易发生氧化和还原，表明最高占据分子轨道（HOMO）能量增加，最低未占分子轨道（LUMO）能量降低。此外，发现它们很容易与巴克敏斯特富勒烯C₆₀共结晶。总之，这些发现使这类新型发色团成为光捕获应用中有吸引力的候选物。
