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We report on a series of electron donor?acceptor conjugates incorporating a ZnII?porphyrin-based electron donor and a variety of non-conjugated rigid linkers connecting to push?pull chromophores as electron acceptors. The electron acceptors comprize multicyanobutadienes or extended tetracyanoquinodimethane analogues with first reduction potentials ranging from ?1.67 to ?0.23 V vs. Fc+/Fc in CH2Cl2, which are accessible through a final-step cycloaddition?retroelectrocyclization (CA-RE) reaction. Characterization of the conjugates includes electrochemistry, spectroelectrochemistry, DFT calculations, and photophysical measurements in a range of solvents. The collected data allows for the construction of multiple Marcus curves that consider electron-acceptor strength, linker length, and solvent, with data points extending well into the inverted region. The enhancement of electron?vibration couplings, resulting from the rigid spacers and, in particular, multicyano-groups in the conformationally highly fixed push?pull acceptor chromophores affects the charge-recombination kinetics in the inverted region drastically.
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Reference：
Piperidine – Wikipedia,
Piperidine | C5H7877N – PubChem