Modulating the thermal isomerization barriers of quadricyclane to norbornadiene through cross-conjugative patterns.

ABSTRACT: Computations show that thermal isomerizations of quadricyclane to norbornadiene can be modulated by heteroarene substitution. Heteroarenes that are non-cross-conjugated to the norbornadiene double bond increase delocalization of the transition state structure and lower the thermal activation enthalpy (ΔH^‡), while cross-conjugated analogs increase ΔH^‡ without significantly impacting the storage enthalpy (ΔH_storage).

SUBMITTER: Martins FA 

PROVIDER: S-EPMC12606406 | biostudies-literature | 2025 Dec

REPOSITORIES: biostudies-literature