159152-13-3

Upstream product

• 109-97-7 pyrrole 
• 77123-57-0 4-[(trimethylsilyl)ethynyl]bezaldehyde 

Downstream Products

• 250695-10-4 1,9-bis(4-methylbenzoyl)-5-{4-[2-(trimethylsilyl)ethynyl]phenyl}dipyrromethane 
• 276239-20-4 1-(4-methylbenzoyl)-5-{4-[2-(trimethylsilyl)ethynyl]phenyl}dipyrromethane 
• 307930-92-3 1-(4-bromobenzoyl)-5-{4-[2-(trimethylsilyl)ethynyl]phenyl}dipyrromethane 
• 307930-49-0 5-(4-ethynylphenyl)dipyrromethane 
• 307930-72-9 1,9-bis(4-tert-butylbenzoyl)-5-{4-[2-(trimethylsilyl)ethynyl]phenyl}dipyrromethane 
• 378750-96-0 1-(3,5-di-tert-butylbenzoyl)-5-[4-[2-(trimethylsilyl)ethynyl]phenyl]dipyrromethane 
• 276239-36-2 {5-[(5-bromo-1H-pyrrol-2-yl)-(4-trimethylsilanylethynyl-phenyl)-methyl]-1H-pyrrol-2-yl}-p-tolyl-methanol 
• 276239-24-8 1-bromo-9-(4-methylbenzoyl)-5-{4-[2-(trimethylsilyl)ethynyl]phenyl}dipyrromethane 
• 378751-05-4 19-bromo-2,3,4,5-tetrahydro-1,3,3-trimethyl-10-(4-methylphenyl)-15-[4-[2-(trimethylsilyl)ethynyl]phenyl]bilene-a 
• 847866-76-6 1-(4-iodobenzoyl)-5-[4-[2-(trimethylsilyl)ethynyl]phenyl]dipyrromethane 

Relevant academic research and scientific papers

Electrochemical Switching of a Fluorescent Molecular Rotor Embedded within a Bistable Rotaxane

We report how the nanoconfined environment, introduced by the mechanical bonds within an electrochemically switchable bistable [2]rotaxane, controls the rotation of a fluorescent molecular rotor, namely, an 8-phenyl-substituted boron dipyrromethene (BODIP

Porphyrin/Platinum(II) C^N^N Acetylide Complexes: Synthesis, Photophysical Properties, and Singlet Oxygen Generation

A new class of substituted porphyrins has been developed in which a different number of cyclometalated PtII C^N^N acetylides and polyethylene glycol (PEG) chains are attached to the meso positions of the porphyrin core, which are meant for phot

Boron complexation strategy for use in manipulating 1-acyldipyrromethanes

A method of making a metal complex comprises combining a 1-monoacyldipyrromethane with a compound of the formula R1R2MX, wherein M is boron, R1 and R2 are each independently organic substituents; and X is an anion leaving group; to produce a metal complex of the formula DMR1R2 wherein DH is a 1-monoacyldipyrromethane. The methods and complexes are useful for the purification and synthesis of dipyrromethanes and porphyrins.

Boron-complexation strategy for use with 1-acyldipyrromethanes

1-Acyldipyrromethanes are important precursors in rational syntheses of diverse porphyrinic compounds. 1-Acyldipyrromethanes are difficult to purify, typically streaking upon chromatography and giving amorphous powders upon attempted crystallization. A solution to this problem has been achieved by reacting the 1-acyldipyrromethane with a dialkylboron triflate (e.g., Bu 2B-OTf or 9-BBN-OTf) to give the corresponding B,B-dialkyl-B-(1- acyldipyrromethane)boron(III) complex. The reaction is selective for a 1-acyldipyrromethane in the presence of a dipyrromethane. The 1-acyldipyrromethane-boron complexes are stable to routine handling, are soluble in common organic solvents, are hydrophobic, crystallize readily, and chromatograph without streaking. The 1-acyldipyrromethane can be liberated in high yield from the boron complex upon treatment with 1-pentanol. Alternatively, the 1-acyldipyrromethane-boron complex can be used in the formation of a trans-A2B2-porphyrin. In summary, the boron-complexation strategy has broad scope and greatly facilitates the isolation of 1-acyldipyrromethanes.

Rational Synthesis of Trans-Substituted Porphyrin Building Blocks Containing One Sulfur or Oxygen Atom in Place of Nitrogen at a Designated Site

The use of heteroatom-substituted porphyrins in bioorganic and materials chemistry requires the ability to position a variety of substituents in a controlled manner about the porphyrin periphery. We describe a rational route to trans-AB2C-type

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.