159152-12-2

Upstream product

• 109-97-7 pyrrole 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 
• 624-38-4 para-diiodobenzene 

Downstream Products

• 89372-90-7 5,10,15,20-tetrakis-(3,5-di-tert-butylphenyl)porphyrin 
• 276239-19-1 1-(4-methylbenzoyl)-5-(4-iodophenyl)dipyrromethane 
• 378750-95-9 1-(3,5-di-tert-butylbenzoyl)-5-(4-iodophenyl)dipyrromethane 
• 307930-84-3 1,9-bis(3,5-di-tert-butylbenzoyl)-5-(4-iodophenyl)dipyrromethane 
• 500907-25-5 1,9-bis(pentafluorobenzoyl)-5-(4-iodophenyl)dipyrromethane 
• 630110-84-8 bis[5-(4-iodophenyl)dipyrrinato]palladium(II) 

Relevant academic research and scientific papers

One-Pot Synthetic Approach toward Porphyrinatozinc and Heavy-Atom Involved Zr-NMOF and Its Application in Photodynamic Therapy

Herein, we report an iodine-attached Zn(II)-porphyrinic dicarboxylic building block (ZnDTPP-I2-2H, 1) that can be introduced into UiO-66 NMOF via one-pot synthetic approach to generate a new ZnDTPP-I2 doped UiO-66 type nano metal-organic framework (NMOF) of ZnDTPP-I2?UiO-66 (2). Compared to its homologous iodine-free NMOF of ZnDTPP?UiO-66 (4), ZnDTPP-I2?UiO-66 (2) with heavy iodine atoms is a more effective nanosized photosensitizer for singlet oxygen generation under physiological conditions. As expected, 2 displayed a high photodynamic therapy efficacy for treatment of liver cancer cells in vitro.

Methods and intermediates for the synthesis of porphyrins

A method of making a porphyrin (I) is carried out by condensing (i) a bis(imino)dipyrromethane of Formula II: with (ii) a dipyrromethaneto produce a reaction product; then (b) optionally oxidizing said reaction product with an oxidizing agent; and then (c) optionally demetallating said reaction product to produce the porphyrin. Methods of making compounds of Formula II are also described.

Synthesis of swallowtail-substituted multiporphyrin rods

The availability of multiporphyrin arrays with defined architectures and good solubility in organic solvents is essential for a wide variety of physical studies. Herein the synthesis of linear multiporphyrin arrays (triads, tetrad, pentad) bearing solubil

Methods and intermediates for the synthesis of dipyrrin-substituted porphyrinic macrocycles

The present invention provides dipyrrin substituted porphyrinic macrocycles, intermediates useful for making the same, and methods of making the same. Such compounds may be used for purposes including the making of molecular memory devices, solar cells and light harvesting arrays.

Design and synthesis of light-harvesting rods for intrinsic rectification of the migration of excited-state energy and ground-state holes

We present the design of molecular materials for ultimate use in solid-state solar cells. The molecular materials are semi-rigid oligomeric rods of defined length with metalloporphyrins in the backbone and a carboxy group at one end for attachment to a su

Synthesis and preliminary testing of molecular wires and devices

Presented here are several convergent synthetic routes to conjugated oligo(phenylene ethynylene)s. Some of these oligomers are free of functional groups, while others possess donor groups, acceptor groups, porphyrin interiors, and other heterocyclic interiors for various potential transmission and digital device applications. The syntheses of oligo(phenylene ethynylene)s with a variety of end groups for attachment to numerous metal probes and surfaces are presented. Some of the functionalized molecular systems showed linear, wire-like, current versus voltage (I(V)) responses, while others exhibited nonlinear I(V) curves for negative differential resistance (NDR) and molecular random access memory effects. Finally, the syntheses of functionalized oligomers are described that can form self-assembled monolayers on metallic electrodes that reduce the Schottky barriers. Information from the Schottky barrier studies can provide useful insight into molecular alligator clip optimizations for molecuar electronics.

Synthesis of porphyrins bearing trans-thiols

(matrix presented) A route to porphyrins bearing frans-thiols is described using a thioacetyl-containing aldehyde or a thioacetyl-containing dipyrromethane in the presence of catalytic BF3·OEt2 followed by oxidation. Metal complexation and ammonium hydroxide induced acetyl removal provides a route to these important molecular systems for future electronics experiments in which the thiols would serve as the adhesion points to gold probes.

One-flask synthesis of meso-substituted dipyrromethanes and their application of the synthesis of trans-substituted porphyrin building blocks

The reaction at room temperature of an aldehyde with excess pyrrole in the absence of solvent affords the meso-substituted dipyrromethane. The reaction is catalyzed with trifluoroacetic acid or with BF3·O(Et)2. The dipyrromethane is purified by crystallization or by flash chromatography on silica with eluants containing 1% triethylamine. The reaction is compatible with aliphatic or aromatic aldehydes, including 2,6-disubstituted benzaldehydes. Nine dipyrromethanes have been prepared in this manner in yields of 47-86%, indicating the broad scope of the reaction. The dipyrromethanes are stable in the purified form in the absence of light and air. Similar reaction with terephthalaldehyde and pyrrole affords the corresponding bis-dipyrromethane. The reaction of a meso-substituted dipyrromethane with an aldehyde under the conditions of the two-step one-flask porphyrin synthesis affords a direct route to trans-substituted meso-porphyrins. Acidolysis of the dipyrromethane is negligible under the conditions of the porphyrin-forming reaction. Four porphyrins bearing peripheral functional groups and facially-encumbering groups have been prepared which serve as key building blocks in the synthesis of linear porphyrin arrays.