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Chemical Structure| 89694-50-8

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Frey, Brandon L. ; Thai, Phong ; Patel, Lauv ; Powers, David C. ;

Abstract: The design and optimization of novel electrocatalysts requires robust structure-activity data to correlate catalyst structure with electrochem. behavior. Aryl iodides have been gaining attention as metal-free electrocatalysts but exptl. data are available for only a limited set of structures. Herein we report electrochem. data for a family of 70 aryl iodides. Half-peak potentials are utilized as proxies for reduction potentials and reveal that, despite differences in electrochem. reversibility, the potential for one-electron oxidation of 4-substituted aryl iodides to the corresponding iodanyl radicals is well-correlated with standard Hammett parameters. Addnl. data are presented for 3- and 2-substituted aryl iodides, including structures with potentially chelating 2-substituents that are commonly encountered in hypervalent iodine reagents. Finally, potential decomposition processes relevant to the (in)stability of iodanyl radicals are presented. We anticipate that the collected data will advance the design and application of aryl iodide electrocatalysis.

Keywords: hypervalent iodine ; electrochemistry ; linear free-energy relationships ; sustainable catalysis ; oxidation

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Product Details of [ 89694-50-8 ]

CAS No. :89694-50-8
Formula : C7H8BIO3
M.W : 277.85
SMILES Code : COC1=CC=C(I)C(B(O)O)=C1
MDL No. :MFCD26793796
InChI Key :XQYAEIDOJUNIGY-UHFFFAOYSA-N
Pubchem ID :67973113

Safety of [ 89694-50-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338
 

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