# US 5,710,320 A · Diaryliodonium fluoroalkyl sulfonate salts and a method of making

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- Number: US 5,710,320 A
- Document ID: US5710320A
- Status: Granted
- Kind: A
- Application number: 08/586,586
- Filed: 1996-01-16
- Granted: 1998-01-20
- Earliest claimed: 1994-07-21
- Assignees: Minnesota Mining and Manufacturing Company
- Inventors: Dennis E. Vogel; Kim M. Vogel
- Web page: https://patentgrep.com/patent/US5710320A

## CPC

- C07D 347/00: Heterocyclic compounds containing rings having halogen atoms as ring hetero atoms
- C07C 17/12: in the ring of aromatic compounds
- C07C 25/18: Polycyclic aromatic halogenated hydrocarbons
- C07C 303/32: of salts of sulfonic acids
- C07C 309/06: containing halogen atoms, or nitro or nitroso groups bound to the carbon skeleton
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

The present invention provides a convenient, simple, safe and efficient one-pot method for the synthesis of a number of diarlyiodonium triflate salts which does not involve sulfuric acid and which eliminates the need for any counter-ion exchange processes. The invention also provides a novel salt of the formula ##STR1##

## Claims

### Claim 1

A cyclic diaryliodonium sulfonate salt having the formula: ##STR5## wherein m represents an integer of 0 or 1, when m is zero, the carbons at the aryl positions ortho to the iodine being directly linked by a single carbon-carbon bond;
L is an electron neutral or electron donating group selected from the group consisting of --O--; --NR.sup.12 --, wherein R.sup.12 represents --H or an alkyl group; and --(CR.sup.13 R.sup.14)n-- wherein R.sup.13 and R.sup.14 each independently represent --H or an alkyl group and n represents an integer of 1 to 2;
R1, R2, R3, R4, R7, R8, R9, and R10 are each independently selected from the group consisting of electron neutral groups and electron withdrawing groups, wherein adjacent R1, R2, R3, R4, R7, R8, R9, R10 groups optionally may together form a ring; and
R11 is selected from the group consisting of halide groups, alkyl groups, chlorofluoroalkyl groups, chlorinated alkyl groups, and fluorinated alkyl groups.

### Claim 2 (depends on 1)

The salt of claim 1 wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.7, R.sup.8, R.sup.9, and R.sup.10 are each independently selected from the group consisting of
alkyl groups comprising about 1 to 20 carbon atoms;
halide groups;
substituted amino groups,
aromatic groups;
aryloxy groups;
wherein each of said groups which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8, R.sup.9, and R.sup.10 represent may optionally be substituted as long as the substituents do not substantially alter the overall electronic characteristics of the groups to which they are bonded.