Alkylthioderivatives and sulfonic acids of fluoro naphthalines

116

C-6 ALKYLTHIODERIVATIVES

AND SULFONIC ACIDS OF FLUORO NAPHTHALINES

Peter Sartori* and Hans Robert Cremer Universittit Duisburg, Lotharstr. 1, D 4100 Duisburg 1 (F.R.G.)

Nucleophilic octafluoro

substitution

naphthaline

of fluorine

yielded

the series

by thiolat

anion in

of compounds

(R = C2H,., i - C3H8; C,0F8_n(Wn; (n = 1,2,4,5,6,8); t - C4Hg; C6HsCH2). Reductive (alkylthio)

fragmentation

naphthalenes

on oxidation

by Na in HMPAconverts

into polymercapto

give a series

Polyfluoropoly

naphthalenes,

of naphthalene polysulfonic

which acids

C1#8_nW3H)n; (n i 6).

C10F8_nGR)n

Red’ )

Hydrogenation the corresponding preporation compounds.

C,#mGH)n

ox.

C,#m(~3Wn

of C,0F8_n(SR) n compounds on Raney nickel

gives

C,&,F8_n compounds. These are new educts for the

of Cl#n(SR)8_n;

Cl&,(SH)8_n

and C1&r(S0-$Q8_n