Perylene-3, 4, 9, 10-bisimides (PBIs) are a family of classic functional dyes that are active in the fabrication of optic-electronic devices, such as non-fullerene acceptors in organic photovoltaics and n-type organic field effect transistors. Functionalization of PBIs with amidation or annulation not only modulates their intrinsic photochemical and photophysical performances but also brings new products of rylene family (e.g. terrylene diimides, coronenes). In this work, we introduce a new photo-synthetic method to produce annulated perylene bisimides with a 2-methylthiophene pendant at its bay position. Unlike the common photo-annulation that undergoes a 1, 6-2H elimination and forms a fused coronene structure, the proposed photo-synthesis presents a bisthienylethene-like cyclization with the H and methyl group toggling on each reaction carbon site. The 2-methylthiophene modified PBIs (PBI-MTs) exhibit fast photo-annulation (k = 4.3 × 10⁻¹·s⁻¹) with high conversion ratio (84%) under pure visible light irradiation (λ = 530 nm), which proves to be an effective and eco-friendly synthetic method for annulated PBI derivatives compared to the traditional UV-induced photosynthesis.

ylene 3、4、9、10-二酰亚胺（PBI）是一类经典的功能染料，可在制造光电子器件中起作用，例如有机光伏中的非富勒烯受体和n型有机场效应晶体管。具有酰胺化或环化作用的PBI的功能化不仅调节其固有的光化学和光物理性能，而且带来了萘嵌苯家族的新产品（例如，r苯二酰亚胺，Coronenes）。在这项工作中，我们介绍了一种新的光合作用方法，以生产在其海湾位置带有2-甲基噻吩侧基的环化per双酰亚胺。不像普通的光环经过1、6-2H消除并形成稠密的ron烯结构，提出的光合作用表现出一种类似于二噻吩基乙烯的环化反应，其中每个反应碳位上的H和甲基均切换。2-甲基噻吩修饰的PBI（PBI-MT）显示出快速的光环化（k = 4.3×10^-1 ·s ^-1）在纯可见光照射下（λ= 530 nm）具有高转化率（84％），与传统的UV诱导方法相比，它被证明是一种有效且环保的环化PBI衍生物合成方法光合作用。