Abstract
In this short review, we attempt to unfold various aspects of excited-state intramolecular proton transfer (ESIPT) from the studies that are available up to date. Since Weller’s discovery of ESIPT in salicylic acid (SA) and its derivative methyl salicylate (MS), numerous studies have emerged on the topic and it has become an attractive field of research because of its manifold applications. Here, we discuss some critical aspects of ESIPT and tautomerization from the mechanistic viewpoint. We address excitation wavelength dependence, anti-Kasha ESIPT, fast and slow ESIPT, reversibility and irreversibility of ESIPT, hydrogen bonding and geometrical factors, excited-state double proton transfer (ESDPT), concerted and stepwise ESDPT.
Highlights
We address excitation wavelength dependence, anti-Kasha excited-state intramolecular proton transfer (ESIPT), fast and slow ESIPT, reversibility and irreversibility of ESIPT, hydrogen bonding and geometrical factors, excited-state double proton transfer (ESDPT), concerted and stepwise ESDPT
Excited-State Proton Transfer (ESPT) is an important reaction that controls the functioning of various biological systems [1,2,3,4,5,6,7,8,9]
In salicylic acid (SA), for example, the hydroxyl hydrogen becomes more electropositive whereas the carboxylic oxygen attains more electronegative character in the excited-state
Summary
Excited-State Proton Transfer (ESPT) is an important reaction that controls the functioning of various biological systems [1,2,3,4,5,6,7,8,9]. Probe molecules in various biological systems, based on this mechanism, have been suggested recently [10,11]. In salicylic acid (SA), for example, the hydroxyl hydrogen becomes more electropositive whereas the carboxylic oxygen attains more electronegative character in the excited-state. This results in proton translocation from the hydroxyl group to the carboxylic group. N and T are the ground state normal and tautomer (obtained as a result of the ESIPT) forms, respectively. Their excited state analogues are denoted as N* and
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