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

✍ Scribed by Ludger Ernst; Kerstin Ibrom

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 73 KB
Volume: 37
Category: Article
ISSN: 0749-1581
DOI: 10.1002/(sici)1097-458x(199906)37:6<441::aid-mrc474>3.0.co;2-8

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✦ Synopsis

Introduction 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.

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