Substituted bisacyloxynaphthacenes

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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549234, 552201, C07C 43267

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active

052063909

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 to 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 are intermediates for the preparation of 5,6,11,12-tetrathiotetracenes which form electrically conducting charge-transfer complexes with electron donors.

REFERENCES:
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patent: 4522754 (1985-06-01), Hilti et al.
Bull. Soc. Chem. France (1939) 931-32.
Bull. Soc. Chem. France (1939) 1122-25.
Bull. Soc. Chem. France (1948) 418-28.
J. Chem. Res. (1981) vol. 12, p. 368.
Kametani, Tetsuji et al., "Studies on the Synthesis of Tetracycline Derivatives", (1978) Chem. Pharm. Bulletin. 26(12), pp. 3820-3824.

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