Tetracyanobutadiene Bridged Push‐Pull Chromophores: Development of New Generation Optoelectronic Materials

• Published in: Chemical record Vol. 23; no. 1; pp. e202200208 - n/a
• Main Authors: Patil, Yuvraj, Butenschön, Holger, Misra, Rajneesh
• Format: Journal Article
• Language: English
• Published: United States Wiley Subscription Services, Inc 01.01.2023; Chemical Society of Japan
• Subjects: Boron; Chemical Sciences; Chromophores; Cycloaddition; Cycloaddition-retroelectrocyclization; Dye-sensitized solar cells; Electrochemical analysis; Electrochemistry; Heterojunctions; Material chemistry; Molecular structure; Optoelectronics; Phenothiazine; Photothermal Therapy; Solar Cells; Tetracyanoethylene; Photothermal Therapy; Solar Cells; Tetracyanoethylene; Cycloaddition-retroelectrocyclization
• ISSN: 1527-8999; 1528-0691
• DOI: 10.1002/tcr.202200208

This review describes the design strategies used for the synthesis of various tetracyanobutadiene bridged donor‐acceptor molecular architectures by a click type [2+2] cycloaddition‐retroelectrocyclization (CA‐RE) reaction sequence. The photophysical and electrochemical properties of the tetracyanobutadiene bridged molecular architectures based on various moieties including diketopyrrolopyrrole, isoindigo, benzothiadiazole, pyrene, pyrazabole, truxene, boron dipyrromethene (BODIPY), phenothiazine, triphenylamine, thiazole and bisthiazole are summarized. Further, we discuss some important applications of the tetracyanobutadiene bridged derivatives in dye sensitized solar cells, bulk heterojunction solar cells and photothermal cancer therapy. A variety of push‐pull chromophores bridged by a tetracyanobutadiene unit were obtained by a [2+2] cycloaddition‐retroelectrocyclization (CA‐RE) reaction of TCNE with respective alkynes.