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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 20, Number 6
BKCSDE 20(6)
June 20, 1999 

A 13C NMR Study of 7-Norborandienyl Cation by Modified Hammett-Brown Equation
Jeongkyn Park, Jung-Hyn Shin
A series of the para-substituted 7-aryl-norbornadienyl cation (3) was prepared in FSO3H/SO2ClF solution at -100℃ and their 13C NMR shifts were measured at -80℃. The plots of the chemical shifts (changes in chemical shifts) of cationic carbon, ΔδC+, aganist our calculated new substituent constant, σc+s, gave an excellent correlation (r=0.994), with a ρc+ value of 12.63. These results indicate that the new substituent constants, σc+s, can be successfully employed to compare the relative charge demand of the carbonium ion by π-and πσ-participation.
667 - 671
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