Process for the preparation of tetrathiotetracenes

Details Process for the preparation of tetrathiotetracenes Process for the preparation of tetrathiotetracenes

1993-01-11

1994-08-16

Hollrah, Glennon H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549 31, C07F 708, C07D49506

Patent

active

053388631

ABSTRACT:
Compounds of the formula I ##STR1## in which R.sup.1 to R.sup.8 independently of one another are H and at least one of R.sup.1 and R.sup.8 is a substituent belonging to the group --F, --Si(C.sub.1 -C.sub.4 alkyl).sub.3 or --COOR.sup.10 ; or each pair of adjacent radicals of R.sup.1 to R.sup.8 is --CO--O--CO--; or at least one of R.sup.1 to R.sup.8 is C.sub.1 -C.sub.20 alkyl-(X).sub.p --, C.sub.2 -C.sub.20 alkenyl-(X).sub.p --, C.sub.2 -C.sub.20 -alkynyl-(X).sub.p --, C.sub.3 -C.sub.8 cycloalkyl-(X).sub.p --, (C.sub.1 -C.sub.12 alkyl-C.sub.3 -C.sub.8 cycloalkyl-(X).sub.p --, C.sub.3 -C.sub.8 -cycloalkyl-CH.sub.2 --(X).sub.p --, C.sub.1 -C.sub.12 alkyl-C.sub.3 -C.sub.8 cycloalkyl-CH.sub.2 --(X).sub.p --, C.sub.6 -C.sub.10 aryl-X--, C.sub.7 -C.sub.20 alkaryl-X--, C.sub.7 -C.sub.12 aralkyl-(X).sub.p -- or C.sub.8 -C.sub.20 -alkaralkyl-(X).sub.p -- or --Y-- (C.sub.m H.sub.2m --O)--.sub.n R.sup.10 each of which is unsubstituted or substituted by --F, --OH, --CN, C.sub.1 -C.sub.12 alkoxy, C.sub.1 -C.sub.12 acyloxy or --COOR.sup.10 ; R.sup.10 is H or C.sub.1 -C.sub.18 alkyl, X is --O--, --S--, --SO-- or --SO.sub.2 -- and Y is --O-- or --S--, and p is 0 or 1, m is a number from 2 to 6 and n is a number from 2 to 20; and R.sup.9 is C.sub.1 -C.sub.4 acyl which is unsubstituted or substituted by --F.
The compounds of the formula I can be reacted directly with sulfur in the presence of catalytic amounts of a sulfonic acid to give 5,6,11,12-tetrathiotetracenes which form electrically conducting charge-transfer complexes with electron donors.

REFERENCES:
patent: 2934544 (1960-04-01), Cripps
patent: 4522754 (1985-06-01), Hilti et al.
patent: 4601853 (1986-07-01), Hilti et al.
patent: 4617151 (1986-10-01), Mayer et al.
patent: 5108841 (1992-04-01), Wegmann et al.
T. Greene, et al., "Protective Groups in Organic Synthesis," pp. 50-51, John Wiley & Sons, New York (1981).
Kametani et al. Chem. Pharm. Bull., 26(12), 3820-3824 (1978).
C. Marschalk, Bull. Soc. Chim. France, p. 931 (1939).
C. Marschalk, Bull. Soc. Chim. France, p. 427 (1948).
L. K. Bee et al. Diels-Alder Reactions of 7,7-Dichloro-3,4-dimethylenecyclo-[4.1.0]heptane with Quinones. Synthesis of tetracenequinones, in J. Chem. Res./Synop., 12 368 (1981).
C. Marschalk, Bull. Soc. Chim, France p. 1122 (1939).

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