Asymmetric Core‐Expanded BOPYOs: Facile Synthesis and Optical Properties. Issue 53 (28th July 2022)

• Record Type: Journal Article
• Authors: Su, Peng; Wen, Liu; Zhou, Yongzhu; Yan, Jiaying; Yuan, Xiaohui; Liu, Debao; Zheng, Kaibo; Zhang, Nuonuo
• Is Part Of: Chemistry. Volume 28:Issue 53(2022)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2022-07-28
• Subjects: BOPYO -- N, O-BF2 complexes -- seven-membered rings -- NIR emission -- density functional calculations; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.202201372
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: N, O‐bidentate BF2 complexes with five‐ and six‐membered core rings have been thoroughly investigated. However, the development of seven‐membered N, O‐boron complexes is still an area to be explored. We have developed BF3 ⋅ OEt2 ‐induced self‐condensation and coordination reactions based on a single starting material, which had been elucidated by experiment and calculation. This parent asymmetric core‐expanded borondifluoride‐( Z )‐1, 3‐di(1 H ‐pyrrol‐2‐yl)but‐2‐en‐1‐one (BOPYO) showed reactivity with a wide range of aldehydes, thus providing a series of conjugation BOPYOs. Moreover, a BOPYO derivative with a dimethylamino group was developed as a new NIR dye that responds to acid with favorable photophysical properties based on intramolecular charge transfer effect. Abstract : A BF3 ⋅ OEt2 ‐induced self‐condensation and coordination method from a single starting material has been developed, which has been studied by experiment and calculation. This gave a parent borondifluoride di(1 H ‐pyrrolyl)butenone, the π‐conjugated derivatives of which were constructed as a new type of NIR chromophore with favorable photophysical properties based on the intramolecular charge transfer effect.