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13C, 19F and 77Se NMR study of vicinal (E)-fluoro(organylseleno)olefins and [(E)-fluoroalkenyl]diorganylselenonium salts by Helmut Poleschner; Matthias Heydenreich; Reiner Radeglia is a Chemistry article available to read on EtoBox.

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F and 77 Se NMR spectra of the (E)-fluoro(organylseleno)olefins R 1 (F)C ̨CˇR 2 (SeR 3 ) and the [(E)-fluoroalkenyl]diorganylselenonium salts R 1 (F)C ̨CˇR 2 (Se C R 3 R 4 ) X were measured and assigned. The 13 C, 19 F and 77 Se NMR chemical shifts, the 1 J F,C and 2 J F,C ˇcouplings, the vicinal 3 J Se,F couplings, some selected 13 C, 13 C and 77 Se, 13 C couplings and the 19 F, 13 C couplings to the groups R 1 -R 4 are discussed in relation to the structure of the compounds investigated. 1 J F,C increases with deshielding of the 13 C- ̨atoms of the fluoro(organylseleno)olefins and the fluoroalkenyldiorganylselenonium salts, i.e. both quantities are influenced by the same electronic effects. Linear Hammett correlations of para-substituted phenylseleno derivatives (R D MeO, Me, Ph, H, Cl, COOH, COOEt, CN; R 1 D R 2 D Et) between υ( 13 C- ̨), υ( 13 C-ˇ), υ( 19 F), υ( 77 Se) and 3 J Se,F , respectively, and p values, and linear correlations between the experimental quantities υ 77 Se /υ 19 F , υ 77 Se / 3 J Se,F and υ 19 F / 3 J Se,F (each with a positive slope) show that close relations exist (i) between the NMR chemical shifts within the FC CSe moiety and (ii) between the NMR che

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Author

Helmut Poleschner; Matthias Heydenreich; Reiner Radeglia

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Inc.; John Wiley and Sons Ltd; Wiley (ISSN 0749-1581)

Published

1999

Language

EN

Field

Chemistry (Physical Sciences)