Diamidocarbene-Based Thiele and Tschitschibabin Hydrocarbons: Carbonyl Functionalized Kekulé Diradicaloids
2021
Maiti, Avijit | Sobottka, Sebastian | Chandra, Shubhadeep | Jana, Debayan | Ravat, Prince | Sarkar, Biprajit | Jana, Anukul
Herein, we report diamidocarbene (DAC)-based Thiele and Tschitschibabin hydrocarbons, diradicaloids that contain four carbonyl/amido functional groups. The impact of two different π-conjugated spacers, p-phenylene vs p,p′-biphenylene, has been realized. The quantum chemical calculations suggest diamidocarbene (DAC)-based Thiele hydrocarbon (p-phenylene bridged) closed-shell singlet is the ground state, whereas for the diamidocarbene (DAC)-based Tschitschibabin hydrocarbon (p,p′-biphenylene bridged), open-shell singlet is the ground state. The influence of two different π-conjugated spacers also has been reflected in their UV–vis spectra. To gain more information on the diamidocarbene (DAC)-based Thiele and Tschitschibabin hydrocarbons, we have also carried out cyclic voltammetry investigations along with UV–vis–NIR-spectroelectrochemical studies of their corresponding 2-e oxidized product.
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