Diamidocarbene-Based Thiele and Tschitschibabin Hydrocarbons: Carbonyl Functionalized Kekulé Diradicaloids

This is the authors' abstract. We don't add key points for this paper.

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.