Reinvestigation of the substituent effects of fluorine on the  1 H NMR chemical shifts of the adjacent methylene group in fluorinated [2.2]paracyclophanes | Zendy

Ernst Ludger | Zendy; Ibrom Kerstin | Zendy

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Reinvestigation of the substituent effects of fluorine on the 1 H NMR chemical shifts of the adjacent methylene group in fluorinated [2.2]paracyclophanes

Author(s) -

Ernst Ludger,

Ibrom Kerstin

Publication year - 1999

Publication title -

magnetic resonance in chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.483

H-Index - 72

eISSN - 1097-458X

pISSN - 0749-1581

DOI - 10.1002/(sici)1097-458x(199906)37:6<441::aid-mrc474>3.0.co;2-8

Subject(s) - chemistry , substituent , methylene , methylene bridge , fluorine , chemical shift , group (periodic table) , stereochemistry , fluorine 19 nmr , two dimensional nuclear magnetic resonance spectroscopy , ring (chemistry) , medicinal chemistry , nuclear magnetic resonance spectroscopy , organic chemistry

of a fluorine substituent into an aromatic ring of [2.2]paracyclophane causes distinct shielding and deshielding effects at the anti ‐ and syn ‐protons, respectively, of the adjacent bridge methylene group. A recent contradictory claim in the literature was disproved by 2D H,H‐NOESY, long‐range H,H‐COSY and H,C‐HMBC experiments. Copyright © 1999 John Wiley & Sons, Ltd.

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