Women in the Singlet Fission World: Pearls in a Semi-Open Shell

Stoycheva, Joanna; Romanova, Julia; Tadjer, Alia

doi:10.3390/molecules26102922

Cited by 1 publication

(1 citation statement)

References 87 publications

(109 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…For example, molecules with a moderate (0.5) diradical character, i.e., diradicaloids, possess unusually high values of the second hyperpolarizability and are attractive for application in organic photonics [9][10][11][12]. It was also shown that compounds with a low-to-intermediate (0.1-0.5) diradical character are potential singlet fission materials [13][14][15][16]. Singlet fission is a phenomenon in which one absorbed photon is converted into two excitons.…”

Section: Introductionmentioning

confidence: 99%

The Interplay between Diradical Character and Stability in Organic Molecules

et al. 2021

Self Cite

View full text Add to dashboard Cite

The number of scientific papers on the unique properties and the potential for various applications of compounds with a diradical character is growing constantly. The diradical character enhances and even engenders certain desired optical properties and its modulation is a modern molecular design strategy. Nowadays, molecules with a non-zero diradical character are regarded as promising materials for new-generation and highly efficient solar cells and photonics devices. What is the price, however, of the unique properties of open-shell compounds? Alongside all the benefits, the diradical character is usually associated with low stability and high reactivity—unwanted molecular qualities for practical purposes. Thus, from a fundamental and applied point of view, it is important to investigate the correlation between the diradical character and laboratory stability, which is the goal of the present paper. Here, we report a combined quantum–chemical study (conceptual DFT and spin-projected HF theory) and multivariate analysis of the diradical character of a series of o- and p-quinomethides, for the stability of which experimental data are available. Our results reveal that a compromise between the diradical character and laboratory stability of a molecule is feasible and that the relationship between these two quantities can be understood in the framework of Clar’s sextet theory.

show abstract