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EPR studies of 1-methyl-2-substituted-5-pyrrolylcarbonyl fluorinated nitroxides and dual-parameter correlation analysis of their hyperfine splitting constants

Authors :
Xi-Kui Jiang
Cheng-Xue Zhao
Roderick Hai-Ying He
Cheng-Ming Zhou
Source :
Tetrahedron. 55:2263-2272
Publication Year :
1999
Publisher :
Elsevier BV, 1999.

Abstract

Three series of new 1-methyl-2-substituted-5-pyrrolylcarbonyl fluorinated nitroxides, i.e., 3 (R f =C 2 F 5 ), 4 (R f = n -C 3 F 7 ) and 5 (R f = n -C 7 F 15 ), generated by the H-abstraction/spin-trapping reaction of eleven 1 -methyl-2-substituted-pyrrole-5-carbaldehydes ( 6 ) with the H-abstracting agent [R f N(O • )R f ] 1 and the spin-trapping agent R f NO 2 , were studied by EPR. Correlation analysis of their a N values with polar and spin-delocalization substituent constants shows that a N values are mainly affected by the polar effect of the 2-substituent, but the spin-delocalization effect also exists.

Details

ISSN :
00404020
Volume :
55
Database :
OpenAIRE
Journal :
Tetrahedron
Accession number :
edsair.doi...........541deac22d82d80568aa2375aaf2f7c9