Abstract
By cyclotetramerisation of 1,2-bis(p-tolylmethylthio) and 1,2-bis(o-tolylmethylthio) maleonitrile in the presence of magnesium butanolate, magnesium porphyrazinates carrying eight (p-tolylmethylthio) and (o-tolylmethylthio) units on the peripheral positions have been synthesised. Conversion of the magnesium porphyrazinates into the metal-free derivatives was achieved by treatment with trifluoroacetic acid. Further reactions of these products with copper(ll) acetate, zinc(ll) acetate and cobalt(ll) acetate led to the metal porphyrazinates (M = Cu, Zn, Co).
References
1.
Dolphin D.
(ed.), The porphyrins , Academic Press , New York , 1978 , Vols 1–7 .
2.
Berezin B.D.
, Coordination compounds of porphyrins and phthalocyanines , John Wiley & Sons Ltd. , New York , 1981 .
3.
Mashido T.
, and
Dolphin D.
, in Comprehensive coordination chemistry ,
Wilkinson G.
(Chief ed.), Pergamon , Oxford , 1987 , Vol. 2 .
4.
Simon J.
, and
Andre J.
, J. Mol. Semiconductors , Springer , Berlin , 1985 .
5.
Tang W.C.
, Appl. Phys. Lett. , 1986 , 48 , 183 .
6.
Loutfy R.O.
,
Hor A.M.
,
Hsiao C.K.
,
Baranyi G.
, and
Kazmaier P.
, Pure Appl. Chem. , 1988 , 60 , 1047 .
7.
Kato M.
,
Nishioka Y.
,
Kaifu K.
,
Kawamura K.
, and
Ohno S.
, Appl. Phys. Lett. , 1985 , 46 , 196 .
8.
Temofonte T.
, and
Schoch K.F.
, J. Appl. Phys. , 1989 , 65 , 1350 .
9.
Toshima N.
, and
Tominage T.
, Bull. Chem. Soc. Jpn. , 1996 , 69 , 2111 .
10.
Simon J.
, and
Sirlin C.
, Pure Appl. Chem. , 1989 , 61 , 1625 .
11.
Linstead R.P.
, and
Whalley M.
, J. Chem. Soc. , 1952 , 4839 .
12.
Baguley M.E.
,
France H.
,
Linstead R.P.
, and
Whalley M.
, J. Chem. Soc. , 1955 , 3521 .
13.
Fitzgerald J.P.
,
Haggerty B.S.
,
Rheingold A.L.
,
May L.
, and
Brewer G.A.
, Inorg. Chem. , 1992 , 31 , 2006 .
14.
Fitzgerald J.P.
,
Taylor W.
, and
Owen H.
, Synthesis , 1991 , 686 .
15.
Velazquez C.S.
,
Broderick WE
.,
Sabat M.
,
Barrett A.G.M.
, and
Hoffman B.M.
, J. Am. Chem. Soc. , 1990 , 112 , 7408 .
16.
Schramm C.J.
, and
Hoffman B.M.
, Inorg. Chem. , 1980 , 19 , 383 .
17.
Polat M.
, and
Gül A.
, Dyes Pigments , 2000 , 45 , 195 .
18.
SaÐlam Ö.
, and
Gül A.
, Polyhedron , 2001 , 20 , 269 .
19.
Akkuş H.
, and
Gül A.
, Transition Met. Chem. , 2001 , 26 , 689 .
20.
Gonca E.
, and
Gül A.
, Inorg. Chem. Commun. , 2005 , 8 , 343 .
21.
Keskin B.
,
KöseoÐlu Y.
,
Avcýata U.
, and
Gül A.
, Polyhedron , 2008 , 27 , 1155 .
22.
Uslu R.Z.
, and
Gül A.
, C. R. Acad. Sci. Paris. Ser. II C: Chim. , 2000 , 3 , 643 .
23.
Nazlý A.
,
Gonca E.
, and
Gül A.
, J. Porphyrins Phthalocyanines , 2006 , 10 , 996 .
24.
Gonca E.
,
Baklacý Ü.G.
, and
Dinçer H.A.
, J. Porphyrins Phthalocyanines , 2008 , 12 , 116 .
25.
Montalban A.G.
,
Lange S.J.
,
Beall L.S.
,
Mani N.S.
,
Williams D.J.
,
White A.J.P.
,
Barrett A.G.M.
, and
Hoffman B.M.
, J. Org. Chem. , 1997 , 62 , 9284 .
26.
Gonca E.
,
KöseoÐlu Y.
,
AktaÐ B.
, and
Gül A.
, Polyhedron , 2004 , 23 , 1845 .
27.
Gonca E.
, Transition Met. Chem. , 2008 , 33 , 547 .
28.
Gonca E.
, J. Chem. Res. , 2008 , 465 .
29.
Nie H.
,
Stern C.L.
,
Barrett A.G.M.
, and
Hoffman B.M.
, Chem. Commun. , 1999 , 703 .
30.
van Nostrum C.F.
, and
Nolte R.J.M.
, Chem. Commun. , 1996 , 2385 .
31.
Pullen A.E.
,
Faulmann C.
, and
Cassoux P.
, Eur. J. Inorg. Chem. , 1999 , 269 .
32.
Davison A.
, and
Holm R.H.
, Inorg. Synth. , 1967 , 10 , 8 .