Tetrakis macrocyclic

Table 1. Synthetic Tetrakis(Macrocyclic) Compounds Prepared for Study...

Note Generalized structure showing the variable elements of the tetrakis(macrocyclic) compounds shown in Table 1. 

From dihydrobis(l-imidazolyl)borate or tetrakis(l-imidazolyl)borate and silver salts the interesting mixed tetrametallic macrocycles 24 and 25 (Fig. 8) are prepared in high yields (40-60%) [36]. 

The consequences of polychlorination of porphyrins on redox properties of complexes has been investigated.1404 The highly chlorinated porphyrin 3-octachloro-/ /c.vo-tetrakis(3,5-dichloro-2,6-dimethoxyphenyl)porphyrin exhibits a substantial anodic shift for reduction of over 0.5 V and a smaller shift for oxidation versus the unchlorinated precursor. Contrastingly, small potential shifts for the octabromo-substituted 5,10,15,20-tetraphenylporphyrinate arise from the dominance of macrocycle ruffling over electronic effects. In the polychloro complex, distortion does not compensate fully for electron-withdrawing effects of the Cl substituents. 

Yamato, T. Zhang, F. Kumamaru, K. Yamamoto, H. Synthesis, conformational studies and inclusion properties of tetrakis(2-pyridinylmethoxy)thiacalix[4]arenes. J. Inch Phenom. Macrocycl. Chem. 2002, 42, 51-60. 

A series of zinc(II) phthalocyanines with other sorts of solubilizing groups in exo or endo positions (carboxyalkyl, carboxyalkoxy, amino acid) has been synthesized and subjected to preliminary in vitro assays.257 Interestingly, the seryl derivative zinc(II) 2,9,16,23-tetrakis(l-car-boxy-2-hydroxyethylaminocarbonyl)phthalocyanine proved to be cytotoxic (i.e., toxic in the dark) which is not so commonly observed with macrocyclic systems. 

Phthalocyanines (Pc) are attractive materials for their potential functions including the semiconductive behaviours in addition to the thermal and chemical stabilities. In particular, control of orientation of the Pc macrocycles in thin films is expected to provide novel molecular electronic devices. Previously, we have found that copper tetrakis(butoxycarbonyl) Pc is oriented nearly perpendicular to the surface and also the dipping direction in the LB films [46], while octa-alkyl Pc derivatives [H2Pc(R)8, CuPc(R)a R = CnH2n+i. n=7,9,11] take the orientation with Pc macrocycles nearly parallel to the plane of films deposited by the horizontal lifting method to form a non-alternating X-type film [47], as illustrated schematically in... 

The peripheral selenodiazole rings of porphyrazine (169) can be opened upon treatment with H2S with the proposed formation of the octaaminoporphyrazine (184), which was not isolated and instead converted into the tetrakis(pyrazino)porphyrazine (185) (Scheme 34) (171). Other heterocycles have been fused on the periphery of porphyrazines, such as l,3-dithiol-2-thione in order to extend the aromatic core (172). Macrocyclization of 4,5-dicyano-l,3-dithiole-2-thione (186) under Linstead conditions in the presence of magnesium butoxide produced the symmetrically substituted tetrakis(l,3-dithiol-2-thiono)porphyrazine (187) (Scheme 35). Due to the low solubility of porphyrazine 181, a consequence of the planar aromatic molecular structure, a full characterization of this compound could not be accomplished. 

A poly(phenylquinoxaline) was prepared for electroluminescence applications <1996SM(76)105>. Crystallization of solution donor-acceptor complexes of 2,3-dimethylquinoxaline 1,4-dioxide or phenazine 5,10-dioxide with TCNE afforded two-component solids containing weakly bound 1-D donor-acceptor arrays <1997TL7665>. A pyrazine ladder polymer was constructed from two different pyrazine units, as an optical device <1999JA8783>. The new electron-deficient macrocycle tetrakis-2,3-[5,6-di(2-pyridyl)pyrazino]porphyrazine was prepared from l,2-di(2-pyridyl)ethanedione and 2,3-diaminomaleonitrile for a study of its electrochemical properties <2004IC8626>. 

The synthesis and interaction of the related tetra-macrocyclic ligand 3 with Ni(II) and Cu(II) has been reported [11]. The synthesis of 3 follows a similar procedure to that employed for 1 starting from the tacn derivative 2 and 1,2,4,5-tetrakis(bromomethy ljbenzene. 

The macrocycle tetrakis(selenadiazole)porphyrazine and its Mg(n) and Cu(n) complexes were prepared <1999MI371>. Reaction of the 3,4-dicyano-l, 2,5-sclcnodiazole 81 with magnesium propylate in propanol gave Mg(ll) complex with water and acetic acid 203 (Scheme 29). The Mg(ll) complex 203 was transformed to compounds 232 and 233 as shown. 

Disproportionation of 3,4,7,8-tetrakis(methoxycarbonyl)-l,2,5,6-tetrathiocine 226 in acetonitrile at room temperature led to the thiete 225 in 13% yield and the macrocyclic compound 227 (Equation 47) <1998JOC8192>. 

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