We prepared a series of naphthalimide (NI)−carbazole (Cz) compact electron donor−acceptor dyads showing different substitution positions, C−N/C−C linkers, and conformation restriction magnitudes to study the spin-orbit charge transfer intersystem crossing (SOCT-ISC). The varied conformation restrictions lead to different dihedral angles between the donor and acceptor (37°−81°) and electronic coupling magnitude (matrix elements V: 1290−3070 cm −1 ). Based on the comparison between the dyads containing C−N and C−C linkers, we found that a large dihedral angle between the donor and acceptor is favorable to efficient SOCT-ISC. For one dyad, the singlet oxygen quantum yield (Φ Δ ) is up to 84.4% (in dichloromethane), which is much higher than that of the previously reported NI−phenothiazine (PTZ) analogue dyad (Φ Δ = 16.0% in n-hexane). The intrinsic triplet state lifetime (τ T ) is 270 μs, longer than that accessed by the heavy atom effect (75.2 μs). As compared with the NI−PTZ analogue dyad, the Cz unit in the current dyads is a weaker electron donor than PTZ. Thus, a higher CT state energy in NI−Cz dyads was observed, which makes the SOCT-ISC efficient in solvents with a wide range of polarities. Meanwhile, the localized triplet state ( 3 LE) becomes the lowest-lying state in the NI−Cz dyads, which is different from the triplet charge transfer ( 3 CT) state observed in the analogue NI−PTZ dyad. Moreover, the large energy gap between the CT and 3 LE states inhibits the reverse ISC; as a result, no thermally activated delayed fluorescence was observed for the current NI−Cz dyads.