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서지반출
$^{13}C-NMR$ Study of the Applicaton of the “ Tools of Increasing Electron Demand ” to the 8-Aryl-tricyclo $[3.2.1.0^{2,7}]$oct-8-yl Cations
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  • $^{13}C-NMR$ Study of the Applicaton of the “ Tools of Increasing Electron Demand ” to the 8-Aryl-tricyclo $[3.2.1.0^{2,7}]$oct-8-yl Cations
  • $^{13}C-NMR$ Study of the Applicaton of the “ Tools of Increasing Electron Demand ” to the 8-Aryl-tricyclo $[3.2.1.0^{2,7}]$oct-8-yl Cations
저자명
Ryu. Gweon-Young,Shin. Jung-Hyu
간행물명
Bulletin of the Korean Chemical Society
권/호정보
1991년|12권 2호|pp.193-196 (4 pages)
발행정보
대한화학회
파일정보
정기간행물|ENG|
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이 논문은 한국과학기술정보연구원과 논문 연계를 통해 무료로 제공되는 원문입니다.
서지반출

기타언어초록

The $^{13}C-NMR$ shifts of a series of para-substituted $8-aryl-tricyclo[3.2.1.0^{2,7}]oct-8-yl$ and $9-aryl-tricyclo[3.3.1.0^{2,8}]-non-9-yl$ cations were measured in $FSO_3H/SO_2ClF at-90^{circ}$ in order to examine whether the ${ ho}^{C^+}$ values can be used as a measure of the geometric influence on the charge delocalization resulting from ${ ho}$ conjugation in rigid tricyclopropylcarbinyl cations. Plot of the ${Delta}{delta}^{C+} shifts against the ${sigma}^{C+}$ constants revealed excellent linear correlation. The 8-aryl tricyclooctyl systems yielded a ${ ho}^{C+}$ value of -5.00 with r = 0.9962. Previous investigation of the 9-aryl-tricyclononyl systems gave a correlation coefficient of r = 0.9948 with a slope of ${ ho}^{C+}$ = -4.95. A fair parallelism exists between the results of $^{19}F-NMR $ studies and the change of ${ ho}^{C+}$ value in these cations. Consequently, it is established that the ${ ho}^{C+}$ value can be used to explain the mechanism of charge stabilization of the rigid cyclopropylcarbinyl cation such as tricyclo $[3.2.1.0^{2,7}]oct-8-yl$ cation.