Synthesis of new soluble triphenodithiazines and investigation of their donor properties | Zendy

Kistenmacher Axel | Zendy; Adam Martin | Zendy; Baumgarten Martin | Zendy; Pawlik Jürgen | Zendy; Räder HansJoachim | Zendy; Müllen Klaus | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Synthesis of new soluble triphenodithiazines and investigation of their donor properties

Author(s) -

Kistenmacher Axel,

Adam Martin,

Baumgarten Martin,

Pawlik Jürgen,

Räder HansJoachim,

Müllen Klaus

Publication year - 1992

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19921250627

Subject(s) - chemistry , electron paramagnetic resonance , benzoquinone , solid state , photochemistry , crystallography , stereochemistry , computational chemistry , organic chemistry , nuclear magnetic resonance , physics

The syntheses of 6 and 7 , starting from 3,6‐dichloro‐2,5‐bis(2‐thioanisido)‐1,4‐benzoquinone ( 4 ), are reported. The solid‐state conformations of 6 and 7 are elucidated by X‐ray structure analysis, and the cyclovoltammetric investigation of 6 and 7 in solution shows low and reversible oxidation half‐waves for both compounds. The relatively high oxidation potentials of 7 compared to 6 are related to their conformational features. EPR measurements on the radical cations derived from 6 and 7 both suggest a planarized conformation of these species. Oxidation of 6 with strong oxidants leads quantitatively to the quinoid triphenodithiazine 8 , whereas the charge‐transfer complex formed between 7 and DDQ exhibits semiconducting properties.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research