Cyclohexylene-bridged chlorin-quinones (C-Qs) have been synthesised and studied by EPR spectroscopy. Steady-state EPR experiments under continuous light excitation in frozen ethanol revealed the presence of the photoexcited triplet state and the radical cation of the chlorin moiety. By application of time-resolved EPR experiments on C-Qs the transient, spin-polarized, chlorin triplet state and the spin-polarized triplet state of the charge-separated radical pair could be detected after pulsed light excitation in the soft glass phase of ethanol. Comparison of the EPR signal rise and decay kinetics with those previously obtained for the corresponding porphyrin-quinones (P-Qs) indicates a faster forward electron transfer from the chlorin triplet and a shorter lifetime of the spin-polarization of the radical pair. Whereas the C-Qs are fairly photostable in ethanol, in the fluid nematic phase of liquid crystals they are sensitive towards light and converted to porphyrin derivatives.