Synthesis, reactions, and crystal structure of a stable 10-I-4 periodonium ion

DB Dess, SR Wilson, JC Martin

Index: Dess, Daniel B.; Wilson; Martin Journal of the American Chemical Society, 1993 , vol. 115, # 6 p. 2488 - 2495

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Citation Number: 28

Abstract

(8b), the first example of a stable 12-1-5 bromoperiodinane. Treatment of alkoxydiaryliodinane 6 with chlorine gave 12-1-5 chloroperiodinane 8a. Treatment of 8b with trifluoromethanesulfonic (triflic) anhydride gave the very stable 10-1-4 periodonium salt la. Treatment of 8b with trifluoroacetic acid gave nearly equal amounts of iodinane 9 and 10-1-4 periodonium trifluoroacetate lb, with oxidation of the bromide to bromine. Reaction with ...

$9-chloro-7,7-bis(trifluoromethyl)-9$l^{3}-ioda-8-oxabicyclo[4.3.0]nona-1,3,5-triene Structure$

76215-48-0

9-chloro-7,7-bi...

$2-[2-[7,7-bis(trifluoromethyl)-9$l^{3}-ioda-8-oxabicyclo[4.3.0]nona-1,3,5-trien-9-yl]phenyl]-1,1,1,3,3,3-hexafluoro-propan-2-olate; tetrabutylazanium Structure$

$9-chloro-7,7-bis(trifluoromethyl)-9$l^{3}-ioda-8-oxabicyclo[4.3.0]nona-1,3,5-triene Structure$

76215-48-0

9-chloro-7,7-bi...

80559-51-9

$2-[2-[7,7-bis(trifluoromethyl)-9$l^{3}-ioda-8-oxabicyclo[4.3.0]nona-1,3,5-trien-9-yl]phenyl]-1,1,1,3,3,3-hexafluoro-propan-2-olate; tetrabutylazanium Structure$

~95%

$2-[2-[7,7-bis(trifluoromethyl)-9$l^{3}-ioda-8-oxabicyclo[4.3.0]nona-1,3,5-trien-9-yl]phenyl]-1,1,1,3,3,3-hexafluoro-propan-2-olate; tetrabutylazanium Structure$

~93%

$9-chloro-7,7-bis(trifluoromethyl)-9$l^{3}-ioda-8-oxabicyclo[4.3.0]nona-1,3,5-triene Structure$

A periodonium trifluoromethanesulfonate. An isolable 10-I-4 ...

[Dess, D. B.; Martin, J. C. Journal of the American Chemical Society, 1982 , vol. 104, # 3 p. 902 - 903]