Crown cation complex effects. 21. Spectral evidence bearing on the interaction between arenediazonium cations and 21-crown-7 in nonpolar solutions

JR Beadle, RK Khanna, GW Gokel

Index: Beadle, James R.; Khanna, Raj K.; Gokel, George W. Journal of Organic Chemistry, 1983 , vol. 48, # 8 p. 1242 - 1246

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Citation Number: 12

Abstract

15-Crown-5 does not complex arenediazonium tetrafluoroborates, but 21-crown-7 is known to complex them more strongly than does 18-crown-6. Despite this, the infrared and ultraviolet band shifts for complexed vs. noncomplexed forms are far smaller for the former than for the latter. It is suggested that instead of the crown completely and tightly surrounding the diazonio function, the crown collars (nearly encircling) the diazonio group and then ...