CONTENTS

Based on different types of phthalocyanine molecules, the elaboration of various devices is described. It is shown how a multimodal detection can be profitable to answer the increase demand for selective sensors. Supplementary Material

Saddle-distorted dodecaphenylporphyrin (H2DPP) can undergo facile protonation to give a stable diprotonated species, H4DPP2+. H4DPP2+ can be a building block to construct novel supramolecular assemblies with hydroquinone derivatives for "porphyrin nanochannels" and with saddle-distorted Zn(II)-phthalocyanine complexes. In those supramo lecules, H4DPP2+ acts as an electron acceptor in the photoinduced electron transfer.

In this review, recent research on porphyrin assemblies, including two-dimensional porphyrin arrays, is described with emphasis on phenol- and quinone- substituted tetrapyrrole units. A series of research aimed at developing strategies for preparation of porphyrin molecular arrays, where several novel aspects of molecular arrays, including phase transitions, ordered 2-D phase boundaries, and hydrogen-bonding networks, are introduced.

The structure and physical properties of a series of N-substituted hemiquinone-substituted oxoporphyrinogens is presented and discussed. Structures, electrochemical properties and use of the compounds as supramolecular tectons are described. Also presented are properties related to guest binding and photophysical properties of oligo-chromophoric host-guest complexes involving oxoporphyrinogen N-substituted with porphyrins and appropriately substituted fullerene guest electron acceptors.

Bacteriochlorophyll-b, having a unique ?2,10-E,E-phytadienyl group as the 17-propionate ester was isolated from a thermophilic purple photosynthetic bacterium, and the structure of the ester was unambiguously determined by 1H/13C NMR techniques. Supplementary Material

We describe the syntheses of a series of four new porphyrin-carbohydrate conjugates containing either one or four galactose or lactose moieties linked via triazole units to a meso-phenyl group of a TPP or TBP macrocycle. The most efficiently accumulated within human carcinoma HEp2 cells of all the conjugates was the TBP-galactose, localizing preferentially in the lysosomes. The TPP-galactose and -lactose conjugates were found mainly in the cell ER and endosomes.

The structure and physical properties of a series of N-substituted hemiquinone-substituted oxoporphyrinogens is presented and discussed. Structures, electrochemical properties and use of the compounds as supramolecular tectons are described. Also presented are properties related to guest binding and photophysical properties of oligo-chromophoric host-guest complexes involving oxoporphyrinogen N-substituted with porphyrins and appropriately substituted fullerene guest electron acceptors.

It was revealed for the first time in the phthalocyanine based on metallomesogens that the central metal had large influence on their clearing points and the phase transition behavior. Supplementary Material

Recent progress in spectral fingerprinting of fluorescent indicators using distributed instrumentation based on consumer electronic devices is reviewed. In particular, the evaluation of disposable assays using a computer screen photo-assisted technique (CSPT) is discussed. Sample identification and optimization strategies are analyzed as well as the underlying theoretical background for polychromatic spectral fingerprinting.

Based on different types of phthalocyanine molecules, the elaboration of various devices is described. It is shown how a multimodal detection can be profitable to answer the increase demand for selective sensors.

The supramolecular wires over 600 nm in length based on ruthenium(II) tetra- 15-crown-5-phthalocyaninate with triethylenediamine molecules have been observed by use of atomic force microscopy. The third order nonlinear optical characteristics of complexes in tetrachloroethane solution were studied by z-scanning method. Molecular polarizability of the complex is about 4.5 x 10-32 esu and increases by factor of 3.6 when the individual molecule assembles into a supramolecular aggregate.

The interaction between 2,7,12,17-tetraphenylporphycene and different biomolecules including guanosine, 7,8-dihydro-8-oxoguanosine, human serum albumin, gramicidin A, phosphatidylethanolamine, and lipid A have been studied as a means to assess the potential role of type-I interactions in photodynamic therapy with this photosensitizer.

Several pathways and strategies have been thought and evaluated for the preparation of superstructured and chiral corrole ligands. Palladium catalyzed amidations of o-bromophenyl substituents at the stage of the completed corrole macrocycle is the key to a successful synthesis of such sterically encumbered ligands.

A new porphyrin-tetrathiafulvalene composite, where two porphyrins are bridged by tetrathiafulvalene using acetylene bonds was synthesized. Spectroscopic and electrochemical properties were investigated. The effective two-photon absorption cross section values were measured by using a nanosecond open aperture Z-scan method.

Bicyclo[2.2.2]octadiene (BCOD)-fused porphyrins with no other substituents were prepared by the [2+2] and [3+1] porphyrin syntheses from ethanodihydroisoindole derivatives in fairly good yields. Thermal retro-Diels-Alder reactions of BCOD-fused porphyrins gave the corresponding benzoporphyrins with no substituent in quantitative yields.

Chloroiron(III) tetraphenylporphyrin, Fe(TPP)Cl, is an active catalyst for the cycloaddition of carbenes obtained from para-substituted methyl 2-phenyldiazoacetates to arenes to form rapidly equilibrating mixtures of norcaradienecycloheptatriene valence isomers in yields over 70%. This one-pot process is used with benzene, chlorobenzene, anisole, p-xylene, p-chlorotoluene (etc.) as substrates.

Metallophthalocyanines (MPcs), including MPc analogues such as tetrabenzotriazaporphyrin (TBTAPs) and triazatetrabenzcorroles (TBCs) are effective as photosensitizers depending on the nature of the central metal and axial ligands. The synthesis and photophysics of phosphorous Pc, TBTAP and TBC complexes is reported.

The derouting of the selective synthesis of crosswise phthalocyanines (Pcs) ap plied to a statistical precursors mixture leads to a first member of a new family of Pcs bearing three different substituents: the ABAC phthalocyanines. By playing on precursors' relative ratio, yields and selectivity of the method have been optimized.

An enantiomerically pure chlorin-anthraquinone dyad was synthesized as a model compound for investigation of light-induced electron transfer. The conformation and electron/energy transfer was investigated by NMR experiments, PM3 calculations and fluorescence measurements.