Cation-modulated electron-transfer channel: H-atom transfer vs proton-coupled electron transfer with a variable electron-transfer channel in acylamide units

Journal of the American Chemical Society

Volumn 129, Issue 31, 2007, Pages 9713-9720

  Chen, Xiaohua ^a   Bu, Yuxiang ^a  

^a SHANDONG UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDES; METAL IONS; POSITIVE IONS; PROTONS;

ELECTRON-TRANSFER CHANNEL; HYDRATED METAL IONS;

ELECTRON TRANSITIONS;

ACRYLAMIDE; CATION CHANNEL; FORMAMIDE; LEWIS ACID; METAL ION; RADICAL;

ACIDITY; ARTICLE; BINDING AFFINITY; CHEMICAL BOND; CONDUCTANCE; DENSITY FUNCTIONAL THEORY; ELECTRON TRANSPORT; HYDRATION; MOLECULAR ELECTRONICS; PROTON TRANSPORT;

ACYLATION; AMIDES; CATIONS; ELECTRON TRANSPORT; ION CHANNELS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; NITROGEN; OXYGEN; PROTONS;

EID: 34547816753     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja071194m     Document Type: Article

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80. o are almost equal to zero. Together with the calculated geometrical parameters for F (Table S3), all these indicate that B3LYP/6-311++G** can yield the reliable results.
81. • radical by intramolecular O→N electron transfer, favoring the formation of the cyclic coupling mode with formamide, resulting in a normal HN-H⋯NH two-electron H-bond and a O⋯O three-electron bond.
82. ts, the HOMO is a two-electron π*-antibonding orbital, while the HOMO-2 is a two-electron π-bonding orbital. Both distribute over the whole molecular backbone and may be viewed as linear combinations of two local π orbitals located on two molecular fragments, respectively. The net contribution of their combination to the bonding between two molecular fragments is zero.
83. 6) kcal/mol, respectively.
84. 4 obeys the HAT mechanism.