The Spectroscopic Study on TheProducts from Addition Reactionbetween 1-Aryl-β,β-Difluorostyrenesand Difluorocarbene

• Main Authors: Shun-Ying Ke, 柯順熒
• Other Authors: Shaw-Tao Lin
• Format: Others
• Language: zh-TW
• Published: 2005
• Online Access: http://ndltd.ncl.edu.tw/handle/28648861760805888502

碩士 === 靜宜大學 === 應用化學研究所 === 93 === 1-Aryl-2,2,3,3-tetrafluorocyclopropanes were prepared by the reaction between difluorostyrenes and difluorocarbene. 1-Aryl-2,2,3,3-tetrafluoro- cyclopropanes can be converted to a novel substituted 1,1,2,2-tetra- fluoroindanes under higher reaction temperature. This ring opened process can be rationalized as a high ring strain with the presence of fluorine atom, which processes the highest electronegative. The substituent-induced chemical shift (SCS) on 13C NMR studies on this series of compounds show the substituent effect on Cβ and Cβ'' via field effect( slope =-0.81, r2=0.81). The variation of chemical shift on Cα independent on the substituent of phenyl ring. The 1H and 19F NMR spectra of 1-aryl-2,2,3,3-tetrafluoro- cyclopropanes and substituent-1,1,2,2-tetrafluoroindanes are also studied. Lose of a difluorocarbene fragment is a characteristic fragmentation under EI for both series novel compounds.