193957-50-5

Upstream product

• 698-70-4 4-Iodo-N,N-dimethylaniline 
• 107-19-7 propargyl alcohol 
• 50-00-0 formaldehyd 
• 17573-94-3 4-ethynyl-N,N-dimethylaniline 
• 121-69-7 N,N-dimethyl-aniline 
• 586-77-6 4-bromo-N,N-dimethylaniline 

Downstream Products

• 85609-01-4 [4-(dimethylamino)phenyl]propargyl aldehyde 
• 935528-56-6 3-[4-(dimethylamino)phenyl]-2-propynenitrile 
• 17573-94-3 4-ethynyl-N,N-dimethylaniline 
• 848749-43-9 (3-[4-(dimethylamino)phenyl]prop-2-yn-1-ylidene)propanedinitrile 
• 477941-62-1 Δ-4H-2-(4-anilino)-6-(4-N,N-dimethylanilino)selenopyran-4-one 
• 477941-32-5 1-(4-amino-phenyl)-5-(4-dimethylamino-phenyl)-penta-1,4-diyn-3-one 
• 736138-80-0 4-(4,4-dibromobut-3-en-1-ynyl)-N,N-dimethylaniline 

Relevant academic research and scientific papers

Near-Infrared Fluorescent Probes with Rotatable Polyacetylene Chains for the Detection of Amyloid-β Plaques

The plaques of accumulated β-amyloid (Aβ) in the parenchymal brain are accepted as an important biomarker for the early diagnosis of Alzheimer's disease (AD). Many near-infrared (NIR) probes, which were based on the D-π-A structure and bridged by conjugat

Multipodal arrangement of push-pull chromophores: a fundamental parameter affecting their electronic and optical properties

A series of model push-pull molecules with linear, quadrupolar, and tripodal arrangements, a varyingly substituted amino donor, two acceptors, and a partially extended π-system has been prepared. Two peripheral electron acceptors, namely N,N′-dibutylbarbituric acid and dicyanovinyl, were employed. The fundamental properties of 24 push-pull chromophores were investigated by differential scanning calorimetry, electrochemistry, one-photon absorption spectroscopy, photoinduced piezooptics, and were supported by DFT calculations. Thorough structure-property relationships were elucidated, while a significant influence of the structural arrangement/branching on the electronic and optical properties has been revealed. The fundamental optoelectronic properties of push-pull molecules are affected by their arrangement (linear/quadrupolar/tripodal), the peripheral acceptor attached, extension and planarization of the π-system, and also by the type of auxiliary N-substituent.

Heat Versus Basic Conditions: Intramolecular Dehydro-Diels-Alder Reaction of 1-Indolyl-1,6-heptadiynes for the Selective Synthesis of Substituted Carbazoles

The intramolecular dehydro-Diels-Alder reaction of 1-indolyl-1,6-heptadiynes proceeds smoothly under rather mild heating conditions to give substituted carbazoles in moderate to good yields. The reaction of 7-aryl-1-indolyl-1,6-heptadiynes under heating gives the corresponding carbazoles chemoselectively in high yields, whereas the reaction under basic conditions gives naphthalenes as major products.

N,N′-Dibutylbarbituric acid as an acceptor moiety in push-pull chromophores

Twelve novel D-π-A chromophores with the N,N′-dibutylbarbituric acid acceptor, the N,N-dimethylamino donor and a systematically extended π-linker were synthesized. The extent of intramolecular charge-transfer, structure-property relationships and nonlinear optical properties were further investigated by X-ray analysis, electrochemistry, UV/Vis absorption spectra, calculations and EFISH experiments.

Benzothiazole-based fluorophores of donor-π-acceptor-π-donor type displaying high two-photon absorption

A series of novel heterocycle-based dyes with donor-π-bridge-acceptor- π-bridge-donor (D-π-A-π-D) structural motif, where benzothiazole serves as an electron-withdrawing core, have been designed and synthesized via palladium-catalyzed Sonogashira and Suzuki-type cross-coupling reactions. All the target chromophores show strong one-photon and two-photon excited emission. The maximum two-photon absorption (TPA) cross sections ΔTPA of the prepared derivatives bearing diphenylamino functionalities occur at wavelengths ranging from 760 to 800 nm and are as large as ～900-1100 GM. One- and two-photon absorption characteristics of the title dyes have also been investigated by using density functional theory (DFT) and the structure-property relationships are discussed. The TPA cross sections calculated by means of quadratic response time-dependent DFT using the Coulomb-attenuated CAM-B3LYP functional support the experimentally observed trends within the series, as well as higher ΔTPA values of the title compounds compared to those of analogous fluorene or carbazole-derived dyes. In contrast, the traditional B3LYP functional was not successful in predicting the observed trend of TPA cross sections for systems with different central cores. In general, structural modification of the π-bridge composition by replacement of ethynylene (alkyne) with E-ethenylene (alkene) linkages and/or replacement of dialkylamino electron-donating edge substituents by diarylamino ones results in an increase of ΔTPA values. The combination of large TPA cross sections and high emission quantum yields makes the title benzothiazole-based dyes attractive for applications involving two-photon excited fluorescence (TPEF).

Peralkynylated buta-1,2,3-trienes: Exceptionally low-rotational barriers of camulenic C=C bonds in the range of those of peptide C-N bonds

A variety of 1,1,4,4-tetraal kynylbutatrienes and 1,4-dialkynylbutatrienes was synthezized by dimerization of the corresponding gem-dibromoolefins. Both 1H and 13C NMR spectroscopy indicated that the di- and tetraalkynylated butatrie

Synthesis of 1,4-diethynyl- and 1,1,4,4-tetraethynylbutatrienes

In this paper, we report the synthesis and opto-electronic properties of differentially substituted 1,4-diethynyl- and 1,1,4,4-tetraethynylbuta-1,2,3- trienes. These novel chromophores greatly extend the series of building modules for oxidative coupling,

In vitro photodynamic properties of chalcogenopyrylium analogues of the thiopyrylium antitumor agent AA1

Several series of chalcogenopyrylium dyes were prepared with one or two 4-anilino substituents at the 2- and 6-positions and with phenyl, 4-N,N-dimethylanilino, or 4-(N-morphilino)phenyl substituents at 2- and/or 4-positions. The dye series are all relate

Selective detection of the carbohydrate-bound state of concanavalin A at the single molecule level

The labeling of molecules with charge-transfer dyes, such as 5-(dimethylamino)-1-napthalenesulfonyl (dansyl) chloride, is a powerful tool for examining the solvent shell of attached substances. This investigation describes the synthesis and application of