Literature DB >> 32462169

How does excited-state antiaromaticity affect the acidity strengths of photoacids?

Zhili Wen1, Lucas José Karas1, Chia-Hua Wu1, Judy I-Chia Wu1.   

Abstract

Photoacids like substituted naphthalenes (X = OH, NH3+, COOH) are aromatic in the S0 state and antiaromatic in the S1 state. Nucleus independent chemical shifts analyses reveal that deprotonation relieves antiaromaticity in the excited conjugate base, and that the degree of "antiaromaticity relief" explains why some photoacids are stronger than others.

Entities:  

Year:  2020        PMID: 32462169     DOI: 10.1039/d0cc02952a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  1 in total

1.  Electronic Structure Changes of an Aromatic Amine Photoacid along the Förster Cycle.

Authors:  Sebastian Eckert; Marc-Oliver Winghart; Carlo Kleine; Ambar Banerjee; Maria Ekimova; Jan Ludwig; Jessica Harich; Mattis Fondell; Rolf Mitzner; Ehud Pines; Nils Huse; Philippe Wernet; Michael Odelius; Erik T J Nibbering
Journal:  Angew Chem Int Ed Engl       Date:  2022-04-27       Impact factor: 16.823

  1 in total

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