Beilstein J. Org. Chem.2019,15, 2473–2485, doi:10.3762/bjoc.15.240
focused on the preparation and investigation of electron-deficient analogs of the perimidinespirohexadienone (PSHD) family of photochromic molecular switches for potential application as "photochromicphotooxidants" for gating sensitivity to photoinduced charge transfer. We previously reported the
calculations of bond lengths, bond orders, and molecular orbitals allow the rationalization of this differential photochromic vs electrochromic behavior of the QSHDs.
Keywords: cyclic voltammetry; density functional theory; heterocycles; molecular switches; photochromicphotooxidants; spirocycles
pLW 4 remains < +1.0 V vs SCE, insufficient to oxidize most donor molecules of relevance to materials applications. If our photochromicphotooxidants are to be effective in real systems, the pLW will need to be made more electron deficient. Our computational predictions of the reduction potential [22