Synthesis, Structures, and Electrochemical Properties of Bis‐ and Tetrakis(diphenylphosphino)tetrathiafulvalenes Extended with an Anthraquinoid Spacer. Issue 13 (3rd March 2021)

• Record Type: Journal Article
• Authors: Yoshimura, Aya; Henmi, Keisuke; Handa, Ayaka; Kagawa, Kohei; Shirahata, Takashi; Misaki, Yohji
• Is Part Of: European journal of organic chemistry. Issue 13(2021)
• Page Start: 1960
• Page End: 1963
• Publication Date: 2021-03-03
• Subjects: Cyclic voltammetry -- π-Extended TTF -- Organophosphines -- Tetrathiafulvalene -- X-ray diffraction; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.202100039
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: Bis‐ and tetrakis(diphenylphosphino)tetrathiafulvalenes extended with an anthraquinoid spacer were successfully synthesized. X‐ray structure analysis revealed that the phosphorus atoms adopt the typical distorted tetrahedral geometry. Their average C−P−C angles and phosphorus−carbon distances resemble those of diphenylphosphino‐substituted TTF derivatives. The cyclic voltammograms consisted of one pair of irreversible, simultaneous two‐electron transfer waves. A combination of cyclic voltammetry experiments and DFT calculations suggested the coexistence of two different reduction processes depending on the scan rate. Abstract : Tetrathiafulvalenes extended with an anthraquinoid spacer (TTFAQ) functionalized diphenylphosphino groups were successfully synthesized. X‐ray structure analysis revealed that the phosphorus atoms adopt the typical distorted tetrahedral geometry. The cyclic voltammetry suggested the coexistence of two different reduction processes depending on the scan rate. It is the first observation in TTFAQs without TTF moieties.