{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Odella E"],"funding":["U.S. Department of Energy"],"pagination":["12667-12675"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC8494046"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["12(38)"],"pubmed_abstract":["Proton-coupled electron transfer (PCET) reactions depend on the hydrogen-bond connectivity between sites of proton donors and acceptors. The 2-(2'-hydroxyphenyl) benzimidazole (BIP) based systems, which mimic the natural Tyr<sub>Z</sub>-His190 pair of Photosystem II, have been useful for understanding the associated PCET process triggered by one-electron oxidation of the phenol. Substitution of the benzimidazole by an appropriate terminal proton acceptor (TPA) group allows for two-proton translocations. However, the prototropic properties of substituted benzimidazole rings and rotation around the bond linking the phenol and the benzimidazole can lead to isomers that interrupt the intramolecular hydrogen-bonded network and thereby prevent a second proton translocation. Herein, a strategic s"],"journal":["Chemical science"],"pubmed_title":["Multi PCET in symmetrically substituted benzimidazoles."],"pmcid":["PMC8494046"],"funding_grant_id":["DE-FG02-03ER15393"],"pubmed_authors":["Moore TA","Secor M","Hammes-Schiffer S","Groy TL","Moore AL","Elliott M","Odella E"],"additional_accession":[]},"is_claimable":false,"name":"Multi PCET in symmetrically substituted benzimidazoles.","description":"Proton-coupled electron transfer (PCET) reactions depend on the hydrogen-bond connectivity between sites of proton donors and acceptors. The 2-(2'-hydroxyphenyl) benzimidazole (BIP) based systems, which mimic the natural Tyr<sub>Z</sub>-His190 pair of Photosystem II, have been useful for understanding the associated PCET process triggered by one-electron oxidation of the phenol. Substitution of the benzimidazole by an appropriate terminal proton acceptor (TPA) group allows for two-proton translocations. However, the prototropic properties of substituted benzimidazole rings and rotation around the bond linking the phenol and the benzimidazole can lead to isomers that interrupt the intramolecular hydrogen-bonded network and thereby prevent a second proton translocation. Herein, a strategic s","dates":{"release":"2021-01-01T00:00:00Z","publication":"2021 Oct","modification":"2025-04-19T21:38:02.225Z","creation":"2025-04-19T21:38:02.225Z"},"accession":"S-EPMC8494046","cross_references":{"pubmed":["34703552"],"doi":["10.1039/d1sc03782j"]}}