Longer Wavelength

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Michael R Detty - One of the best experts on this subject based on the ideXlab platform.

  • Longer Wavelength absorbing extended chalcogenorhodamine dyes
    Organometallics, 2016
    Co-Authors: Mark W Kryman, Theresa M Mccormick, Michael R Detty
    Abstract:

    Extended rhodamines were prepared by inserting an additional fused benzene ring into the rhodamine xanthylium core. The synthesis of “bent” dyes 4-E (E = S, Se, Te) began with regioselective lithiation of the 1-position of N,N-diisopropyl 6-dimethylamino-2-naphthamide (11b) with n-BuLi/TMEDA (≥25:1 1- vs 3-lithiation) followed by addition of a dichalcogenide electrophile. The synthesis of “linear” dyes 5-E (E = S, Se, Te) began with regioselective lithiation of the 3-position of N,N-diethyl 6-dimethylamino-2-naphthamide (11a) with lithium tetramethylpiperidide (≥50:1 3- vs 1-lithiation) followed by addition of a dichalcogenide electrophile. Dyes 4-E and 5-E have absorption maxima in the 633–700 nm range. Dyes 4-E generate singlet oxygen upon irradiation while dyes 4-S and 5-S are highly fluorescent, with quantum yields for fluorescence of 0.47 and 0.18, respectively. DFT calculations were performed on the 4-E and 5-E chromophores. For the dyes 4-E, the lowest energy excitation is due solely to the HOMO–LU...

  • water soluble core modified porphyrins as novel Longer Wavelength absorbing sensitizers for photodynamic therapy
    Journal of Medicinal Chemistry, 2000
    Co-Authors: Corey E Stilts, Marina I Nelen, David G Hilmey, Sherry R Davies, Sandra O Gollnick, Allan R Oseroff, Scott L Gibson, Russell Hilf, Michael R Detty
    Abstract:

    Water-soluble, core-modified 5,10,15,20-tetrakis(4-sulfonatophenyl)-21,23-dithiaporphyrin (1) and 5,10,15,20-tetrakis(4-sulfonatophenyl)-21,23-diselenaporphyrin (2) were prepared as the tetrasodium salts by the sulfonation of 5,10,15,20-tetraphenyl-21,23-dithiaporphyrin (3) and -21,23-diselenaporphyrin (4), respectively, with sulfuric acid. Compounds 3 and 4 were prepared by the condensation of pyrrole with either 2,5-bis(phenylhydroxymethyl)thiophene (5) or 2,5-bis(phenylhydroxymethyl)selenophene (6) in propionic acid. The addition of benzaldehyde to 2,5-dilithiothiophene or 2,5-dilithioselenophene gives 5 or 6, respectively, as a nearly equimolar mixture of meso- and d,l-diastereomers. Careful crystallization of 5 gives a single diastereomer by removing the crystalline product from the equilibrating mixture of diastereomers in solution. Photodynamic therapy (PDT) with 1 has an LD50 of less than 25 μg/mL against Colo-26 cells in culture and exhibits a lethal dose for 90% or more at concentrations greater...

Marc Sciamanna - One of the best experts on this subject based on the ideXlab platform.

Allan R Oseroff - One of the best experts on this subject based on the ideXlab platform.

  • water soluble core modified porphyrins as novel Longer Wavelength absorbing sensitizers for photodynamic therapy ii effects of core heteroatoms and meso substituents on biological activity
    Journal of Medicinal Chemistry, 2002
    Co-Authors: David G Hilmey, Corey E Stilts, Marina I Nelen, Sherry R Davies, Sandra O Gollnick, Masako Abe, Gary A Baker, Sheila N Baker, Frank V Bright, Allan R Oseroff
    Abstract:

    Water-soluble, core-modified porphyrins were prepared and evaluated as sensitizers for photodynamic therapy (PDT). The addition of an aromatic aldehyde to 2,5-dilithiothiophene or -selenophene gave diol 3 as a nearly equimolar mixture of meso and d,l diastereomers, which gave a single diastereomer following careful recrystallization. The condensation of pyrrole with a diol 3 using catalytic BF3-etherate gave bispyrrolochalcogenophenes (4). Condensation of a diol 3 with 4 in the presence BF3-etherate gave 21,23-dichalcogenaporphyrins (5). 21-Thiaporphyrins (6) were prepared by condensation of a diol 3 with excess pyrrole and benzaldehyde in the presence of tetrachlorobenzoquinone and catalytic BF3-etherate. Sulfonation of 5 and 6 with concentrated sulfuric acid at 100 °C gave sulfonated derivatives 7−15. Bis-4-methoxy-21,23-dithiaporphyrins 5h and 5l were demethylated with BBr3, and the resulting phenols were alkylated with ethyl bromoacetate. Saponification gave 21,23-dithiaporphyrin dicarboxylate salts 1...

  • water soluble core modified porphyrins as novel Longer Wavelength absorbing sensitizers for photodynamic therapy
    Journal of Medicinal Chemistry, 2000
    Co-Authors: Corey E Stilts, Marina I Nelen, David G Hilmey, Sherry R Davies, Sandra O Gollnick, Allan R Oseroff, Scott L Gibson, Russell Hilf, Michael R Detty
    Abstract:

    Water-soluble, core-modified 5,10,15,20-tetrakis(4-sulfonatophenyl)-21,23-dithiaporphyrin (1) and 5,10,15,20-tetrakis(4-sulfonatophenyl)-21,23-diselenaporphyrin (2) were prepared as the tetrasodium salts by the sulfonation of 5,10,15,20-tetraphenyl-21,23-dithiaporphyrin (3) and -21,23-diselenaporphyrin (4), respectively, with sulfuric acid. Compounds 3 and 4 were prepared by the condensation of pyrrole with either 2,5-bis(phenylhydroxymethyl)thiophene (5) or 2,5-bis(phenylhydroxymethyl)selenophene (6) in propionic acid. The addition of benzaldehyde to 2,5-dilithiothiophene or 2,5-dilithioselenophene gives 5 or 6, respectively, as a nearly equimolar mixture of meso- and d,l-diastereomers. Careful crystallization of 5 gives a single diastereomer by removing the crystalline product from the equilibrating mixture of diastereomers in solution. Photodynamic therapy (PDT) with 1 has an LD50 of less than 25 μg/mL against Colo-26 cells in culture and exhibits a lethal dose for 90% or more at concentrations greater...

Mitsutoshi Ozaki - One of the best experts on this subject based on the ideXlab platform.

Shumin Wang - One of the best experts on this subject based on the ideXlab platform.

  • novel type ii ingaas gaasbi quantum well for Longer Wavelength emission
    Journal of Alloys and Compounds, 2017
    Co-Authors: Li Yue, Yuxin Song, Xiren Chen, Qimiao Chen, Wenwu Pan, Juanjuan Liu, Liyao Zhang, Jun Shao, Shumin Wang
    Abstract:

    We propose a new type II InGaAs/GaAsBi quantum well structure to extend light emission Wavelength on GaAs and demonstrate the effect experimentally. Type II InGaAs/GaAsBi QWs were grown using molecular beam epitaxy. Room temperature photoluminescence confirms Wavelength extension to 1230 nm, 82 and 208 nm Longer than that of the type I GaAsBi and InGaAs QW with the same Bi or In content, respectively. The PL intensity is enhanced by more than ten times than the GaAsBi QW. Our results show that the type II dilute bismide QW has potentials for making telecom lasers on GaAs.