Triple-Dearomative Photocycloaddition: A Strategy to Construct Caged Molecular Frameworks.

An unprecedented caged 2H-benzo-dioxo-pentacycloundecane framework was serendipitously obtained in a single transformation via triple-dearomative photocycloaddition of chromone esters with furans. This caged structure was generated as part of an effort to access a tricyclic, oxygen-bridged intermediate enroute to the dihydroxanthone natural product nidulalin A. Reaction scope and limitations were thoroughly investigated, revealing the ability to access a multitude of synthetically challenging caged scaffolds in a two-step sequence. Photophysical studies provided key mechanistic insights on the process for formation of the novel caged scaffold.

Modulating Photochemical Properties to Enhance the Stability of Electronically Dimmable Eye Protection Devices†.

The study evaluates compatibility of stabilizers with dye doped liquid crystal (LC) scaffolds that are used in electronically dimmable materials. The photodegradation of the materials was investigated and suitable stabilizers were evaluated to slow the degradation process. Various types of benzotriazole-based stabilizers were evaluated for stabilizing the liquid crystals. Based on spin trapping experiments, radicals generated upon UV exposure is likely responsible for the degradation of the system. The radical generation is competitively inhibited by the addition of stabilizers.

Manipulating excited state reactivity and selectivity through hydrogen bonding - from solid state reactivity to Brønsted acid photocatalysis.

Hydrogen bonding mediated control of photochemical reactions is highlighted with an eye towards the development of Brønsted acid mediated photocatalysis.

Taming the excited state reactivity of imines - from non-radiative decay to aza Paternò-Büchi reaction.

This review highlights the excited state characteristics of imines and processes that govern their photochemical and photophysical properties. This review examines the pathways for deactivation and types of photochemical reactions that originate from excited imines. This review also features recent strategies that are developed to circumvent the fundamental issues that have plagued the development of the aza Paternò-Büchi reaction.