A rational design strategy of radical-type mechanophores with thermal tolerance.

ABSTRACT: Radical-type mechanophores (RMs) are attractive molecules that undergo homolytic scission of their central C-C bond to afford radical species upon exposure to heat or mechanical stimuli. However, the lack of a rational design concept limits the development of RMs with pre-determined properties. Herein, we report a rational design strategy of RMs with high thermal tolerance while maintaining mechanoresponsiveness. A combined experimental and theoretical analysis revealed that the high thermal tolerance of these RMs is related to the radical-stabilization energy (RSE) as well as the Hammett and modified Swain-Lupton constants at the para-position (σ_p). The trend of the RSE values is in good agreement with the experimentally evaluated thermal tolerance of a series of

SUBMITTER: Lu Y 

PROVIDER: S-EPMC10445462 | biostudies-literature | 2023 Aug

REPOSITORIES: biostudies-literature