Tuning the reduction of 9,11,20,22-tetraaza-tetrapyridopentacene (TATPP)

Organic molecules capable of storing and shuttling multiple electrons are desirable for various applications including solar energy conversion, small molecule activation, and water splitting. Here, we demonstrate the ability to photochemically control the reduction of 9,11,20,22-tetraaza-tetrapyridopentacene (TATPP) to form either TATPPH2 or [TATPPH]−, both of which display distinct optical and electrochemical properties, thus providing a rationale for their use in various applications.