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. Author manuscript; available in PMC: 2022 Jul 5.
Published in final edited form as: J Am Chem Soc. 2021 Sep 13;143(37):15091–15102. doi: 10.1021/jacs.1c05039

Figure 2.

Figure 2.

(a) The Schiff base of FR0 (FR0-SB) is a strong photobase, emitting as FR0 protonated Schiff base (FR0-PSB) in the excited state; (b) photoexcitation of push–pull systems can lead to dramatic redshift absorptions as a result of internal charge transfer (ICT); (c) illustrated is the design principle for a photobase capable of ICT. The aromatic spacers behave as “circuit breakers”, which are triggered open by photoexcitation. The charge redistribution increases the basicity of the imine, leading to a red-shifted ICT system; (d) the imine of TD-1V (TD-1V-SB) and FR-1V (FR-1V-SB), are weak photobases ideal for the proposed studies.