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Bibliographies thématiques / Β-Functionalized porphyrin / Articles de revues

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Articles de revues sur le sujet « Β-Functionalized porphyrin »

Auteur : Grafiati

Publié le 4 juin 2021

Mis à jour le 2 février 2022

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1

Banala, Srinivas, Klaus Wurst та Bernhard Kräutler. "Symmetrical tetra-β″-sulfoleno-meso-aryl-porphyrins — synthesis, spectroscopy and structural characterization". Journal of Porphyrins and Phthalocyanines 18, № 01n02 (2014): 115–22. http://dx.doi.org/10.1142/s1088424613501204.

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We report here the preparation (in "one-pot") of a tetra-β″-sulfoleno-meso-aryl-porphyrin in about 80% yield by using an optimized modification of Lindsey's variant of the Adler–Longo approach. The Zn ( II )-, Cu ( II )- and Ni ( II )-complexes of the symmetrical porphyrin were prepared and characterized spectroscopically. Crystal structures of the fluorescent Zn ( II )- and of the non-fluorescent Ni ( II )-tetra-β″-sulfoleno-meso-aryl-porphyrinates showed the highly substituted porphyrin ligands to be nearly perfectly planar. The Zn ( II )-complex of this porphyrin has been used as a thermal

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2

Thomas, Michael B., R. G. Waruna Jindasa, Yi Hu, Benjamin Schmitz, Hong Wang та Francis D’Souza. "Investigation of the push–pull effects on β-functionalized zinc porphyrin coordinated to C60 donor–acceptor conjugates". Canadian Journal of Chemistry 96, № 9 (2018): 881–89. http://dx.doi.org/10.1139/cjc-2017-0416.

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Two novel β-functionalized push–pull zinc porphyrins with amine or phenyl push-groups and cyclic imide or carboxylic esters pull-groups have been newly synthesized for light energy harvesting applications. The ethynylphenyl spacers extended the conjugation of the porphyrin π-systems, as reflected by their red-shifted absorbance and fluorescence spectra. Computational studies performed at the B3LYP/6-31G* level indicated no steric hindrance between the porphyrin π-system and the substituents. The calculated HOMO and LUMO orbitals displayed significant delocalization in 1, where the electron den

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3

Hayashi, Satoshi, Rina Takamatsu, Shiori Takeda, Masahiro Noji та Toshikatsu Takanami. "Central zinc metal-controlled regioselective meso-bromination of zincated β-silylporphyrins—rapid access to meso,β-dual-functionalized porphyrins". Organic & Biomolecular Chemistry 18, № 48 (2020): 9791–95. http://dx.doi.org/10.1039/d0ob02262d.

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4

Abdulaeva, Inna A., Kirill P. Birin, Julien Michalak та ін. "On the synthesis of functionalized porphyrins and porphyrin conjugates via β-aminoporphyrins". New Journal of Chemistry 40, № 7 (2016): 5758–74. http://dx.doi.org/10.1039/c5nj03247d.

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5

Thomas, Michael B., Siddhartha Kumar, Timothy Esquivel, Hong Wang та Francis D’Souza. "Excited state electron transfer in A2 and A2B2 functionalized zinc porphyrins carrying rigid and flexible β-pyrrole π-extended substituents". Journal of Porphyrins and Phthalocyanines 24, № 05n07 (2020): 904–19. http://dx.doi.org/10.1142/s1088424620500017.

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Optical absorption and emission, electrochemical, and photochemical properties of peripherally functionalized with flexible and rigid [Formula: see text]-extended substituents on A2 and A2B2 type zinc porphyrins is investigated. The significance of rigid [Formula: see text]-substituents over flexible ones in governing the spectral properties is unraveled. Flexible [Formula: see text]-substituents on the porphyrin ring caused appreciable spectral broadening compared to porphyrin carrying rigid [Formula: see text]-substituents. Further, supramolecular dyads are formed by coordinating phenyl imid

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6

Park, Sun Woo, Dae Sub Hwang, Dong Young Kim та Dongho Kim. "Doubly β-Functionalized Zinc(II) Porphyrin-sensitized TiO2Solar Cells". Journal of the Chinese Chemical Society 57, № 5B (2010): 1111–18. http://dx.doi.org/10.1002/jccs.201000158.

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7

Shahroosvand, Hashem, Saeed Zakavi, Ahmad Sousaraei, and Mortaza Eskandari. "Saddle-shaped porphyrins for dye-sensitized solar cells: new insight into the relationship between nonplanarity and photovoltaic properties." Physical Chemistry Chemical Physics 17, no. 9 (2015): 6347–58. http://dx.doi.org/10.1039/c4cp04722b.

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We report on the theoretical and experimental studies of the new dye-sensitized solar cells functionalized with 5,10,15,20-tetrakis(4-carboxyphenyl)porphyrin zinc(ii) complexes bearing 2- and 8-bromo substituents at the β positions.

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8

Park, Jong Kang, Jinping Chen, Hye Ryun Lee та ін. "Doubly β-Functionalized Meso−Meso Directly Linked Porphyrin Dimer Sensitizers for Photovoltaics". Journal of Physical Chemistry C 113, № 52 (2009): 21956–63. http://dx.doi.org/10.1021/jp905675x.

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9

Yang, Jing, Bin Wang, Yingfang Liu, Kunqi Wang, Wei Xing та Changpeng Liu. "Enhancement of photovoltaic performance of photoelectrochemical biofuel cells by β-functionalized porphyrin sensitizers". Journal of Power Sources 248 (лютий 2014): 660–67. http://dx.doi.org/10.1016/j.jpowsour.2013.08.030.

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10

Reeta, P. Silviya, Adis Khetubol, Tejaswi Jella та ін. "Photophysical properties of Sn(IV)tetraphenylporphyrin-pyrene dyad with a β-vinyl linker". Journal of Porphyrins and Phthalocyanines 19, № 01-03 (2015): 288–300. http://dx.doi.org/10.1142/s1088424615500108.

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A Sn (IV)tetraphenylporphyrin (T) has been functionalized with a β-vinyl pyrene (P) and the photophysical properties of the formed dyad (T-P) with its corresponding precursors were studied in three solvents with different polarities using steady-state and time-resolved measurements in ps and fs timescales. When the pyrene moiety is excited at λex = 340 nm, the fluorescence spectroscopy experiments indicate in all the studied solvents, an efficient quenching of the pyrene emission. When excited at either λex = 340 nm or λex = 405 nm, where porphyrin absorbs, a new emissive excited state complex

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11

Park, Jong Kang, Hye Ryun Lee, Jinping Chen, Hiroshi Shinokubo, Atsuhiro Osuka та Dongho Kim. "Photoelectrochemical Properties of Doubly β-Functionalized Porphyrin Sensitizers for Dye-Sensitized Nanocrystalline-TiO2 Solar Cells". Journal of Physical Chemistry C 112, № 42 (2008): 16691–99. http://dx.doi.org/10.1021/jp804258q.

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12

Ishida, Masatoshi, Daesub Hwang, Zhan Zhang та ін. "β-Functionalized Push-Pull Porphyrin Sensitizers in Dye-Sensitized Solar Cells: Effect of π-Conjugated Spacers". ChemSusChem 8, № 17 (2015): 2967–77. http://dx.doi.org/10.1002/cssc.201500085.

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13

Hu, Yi, Michael B. Thomas, R. G. Waruna Jinadasa, Hong Wang та Francis D'Souza. "Competitive Energy and Electron Transfer in β-Functionalized Free-Base Porphyrin-Zinc Porphyrin Dimer Axially Coordinated to C60: Synthesis, Supramolecular Formation and Excited-State Processes". Chemistry - A European Journal 23, № 52 (2017): 12805–14. http://dx.doi.org/10.1002/chem.201702178.

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14

Ishida, Masatoshi, Sun Woo Park, Daesub Hwang та ін. "Donor-Substituted β-Functionalized Porphyrin Dyes on Hierarchically Structured Mesoporous TiO2 Spheres. Highly Efficient Dye-Sensitized Solar Cells". Journal of Physical Chemistry C 115, № 39 (2011): 19343–54. http://dx.doi.org/10.1021/jp202307b.

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15

Lee, Sangwan, Benjamin J. Vesper, Hong Zong, et al. "Synthesis and Biological Analysis of Thiotetra(ethylene glycol) monomethyl Ether-Functionalized Porphyrazines: Cellular Uptake and Toxicity Studies." Metal-Based Drugs 2008 (September 30, 2008): 1–13. http://dx.doi.org/10.1155/2008/391418.

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The porphyrazines (pzs), a class of porphyrin analogues, are being investigated for their potential use as tumor imaging/therapeutic agents. We here examine six peripherally-functionalized M[pz(AnB4-n)] pzs with n=4, 3, or 2 (in a trans conformation) and M = H2 or Zn, where A is an [S((CH2)2O)4Me]2 unit and B is a fused β,β′-diisopropyloxybenzo group. Cell viability/proliferation assays and fluorescence microscopy were carried out in both tumor and normal cells. Dark toxicity studies disclosed that four of the compounds exhibited toxicity in both normal and tumor cells; one was nontoxic in bot

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16

Bodedla, Govardhana Babu, Hongda Wang, Shuai Chang та ін. "β-Functionalized Imidazole-Fused Porphyrin-Donor-Based Dyes: Effect of π-Linker and Acceptor on Optoelectronic and Photovoltaic Properties". ChemistrySelect 3, № 9 (2018): 2558–64. http://dx.doi.org/10.1002/slct.201702652.

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17

Banala, Srinivas, Paul Sintic та Bernhard Kräutler. "A Functionalized Spiro[chlorin-porphyrin]-Type ‘Dimer’ Dizinc Complex from Rapid [4+2] Self-cycloaddition of a Conjugated [β,β′-Bis(methylene)porphyrinato]zinc". Helvetica Chimica Acta 95, № 2 (2012): 211–20. http://dx.doi.org/10.1002/hlca.201100385.

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18

Lu, Futai, Yaqing Feng, Xuexiang Wang та ін. "Influence of the additional electron-withdrawing unit in β-functionalized porphyrin sensitizers on the photovoltaic performance of dye-sensitized solar cells". Dyes and Pigments 139 (квітень 2017): 255–63. http://dx.doi.org/10.1016/j.dyepig.2016.12.027.

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19

Hu, Yi, Michael B. Thomas, R. G. Waruna Jinadasa, Hong Wang та Francis D'Souza. "Cover Feature: Competitive Energy and Electron Transfer in β-Functionalized Free-Base Porphyrin-Zinc Porphyrin Dimer Axially Coordinated to C60 : Synthesis, Supramolecular Formation and Excited-State Processes (Chem. Eur. J. 52/2017)". Chemistry - A European Journal 23, № 52 (2017): 12679. http://dx.doi.org/10.1002/chem.201703136.

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20

Arumugam, Nagarajan, Dong-Hoon Won, and Chang-Hee Lee. "Syntheses of regioselectively functionalized, asymmetric porphyrins via “2+2” condensation." Journal of Porphyrins and Phthalocyanines 06, no. 07 (2002): 479–83. http://dx.doi.org/10.1142/s1088424602000592.

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Attachment of functional groups at the designated β-pyrrolic positions in asymmetrically substituted porphyrins is important in building customized model systems. We have developed a synthetic method of mono-functionalized dipyrromethanes at one of the β-pyrrolic positions. Synthesis of β-mono-brominated AB 2 C and ABCD type porphyrins was achieved by “2+2” condensation therefrom.

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21

Kumar, Siddhartha, Xiaoqin Jiang, Wenqian Shan, R. G. Waruna Jinadasa, Karl M. Kadish та Hong Wang. "β-Functionalized trans-A2B2 push–pull tetrabenzoporphyrins". Chemical Communications 54, № 42 (2018): 5303–6. http://dx.doi.org/10.1039/c7cc09743c.

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22

Kumar, Siddhartha, Whitney A. Webre, Courtney Stewart, Francis D’Souza та Hong Wang. "A Synthetic Approach to β-Functionalized Naphtho[2,3]porphyrins". Organic Letters 22, № 18 (2020): 7078–82. http://dx.doi.org/10.1021/acs.orglett.0c02313.

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23

Gao, Guang-Yao, Joshua V. Ruppel, D. Brett Allen, Ying Chen та X. Peter Zhang. "Synthesis of β-Functionalized Porphyrins via Palladium-Catalyzed Carbon−Heteroatom Bond Formations: Expedient Entry into β-Chiral Porphyrins". Journal of Organic Chemistry 72, № 24 (2007): 9060–66. http://dx.doi.org/10.1021/jo701476m.

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24

Rathi, Pinki, Ekta, Sandeep Kumar, Dipanjan Banerjee, Venugopal Rao Soma та Muniappan Sankar. "Unsymmetrical β-functionalized ‘push–pull’ porphyrins: synthesis and photophysical, electrochemical and nonlinear optical properties". Dalton Transactions 49, № 10 (2020): 3198–208. http://dx.doi.org/10.1039/c9dt04252k.

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A new family of unsymmetrical β-TPA appended ‘push–pull’ porphyrins has been synthesized in good yield for the first time. They exhibited red shifted broad absorption spectral features with high dipole moments and tunable redox properties.

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25

Prakash, Kamal, Shweta Manchanda, Vediappan Sudhakar, Nidhi Sharma, Muniappan Sankar та Kothandam Krishnamoorthy. "Facile synthesis of β-functionalized “push-pull” Zn(II) porphyrins for DSSC applications". Dyes and Pigments 147 (грудень 2017): 56–66. http://dx.doi.org/10.1016/j.dyepig.2017.07.053.

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26

Rohal, Renu Kumari, та Muniappan Sankar. "Exploring Unusual Electrochemistry and Nlo Properties of Highly Electron-Deficient β-Functionalized Porphyrins". ECS Meeting Abstracts MA2021-01, № 16 (2021): 755. http://dx.doi.org/10.1149/ma2021-0116755mtgabs.

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27

Fuchter, Matthew J., Chang Zhong, Hong Zong, Brian M. Hoffman, and Anthony G. M. Barrett. "Porphyrazines: Designer Macrocycles by Peripheral Substituent Change." Australian Journal of Chemistry 61, no. 4 (2008): 235. http://dx.doi.org/10.1071/ch07445.

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It is rare that such a diverse array of applications can be realized from a single basic molecular unit, however, such is the power of the tetrapyrrolic macrocycle motif. Indeed, their potential in areas such as chemical dyes, optical sensors, optoelectronics, and biomedical agents is a function of their rich electronic and optical properties. While the naturally occurring porphyrins and the synthetic phthalocyanines have been extensively studied, the related tetraazaporphyrins or porphyrazines remain comparatively underdeveloped. Since porphyrazines maintain a unique position in this family:

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28

Sirithip, Kanokkorn, Somphob Morada, Supawadee Namuangruk та ін. "Synthesis and characterization of β-pyrrolic functionalized porphyrins as sensitizers for dye-sensitized solar cells". Tetrahedron Letters 54, № 19 (2013): 2435–39. http://dx.doi.org/10.1016/j.tetlet.2013.03.037.

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29

Matsumoto, Kiyoshi, Shinya Kimura, Takuya Morishita, Yukihiro Misumi та Naoto Hayashi. "Diels-Alder Reaction of Ni(II) β-Vinyl-meso-tetraphenylporphyrin; A General Method for Synthesis of Functionalized Porphyrins". Synlett 2000, № 2 (2000): 233–35. http://dx.doi.org/10.1055/s-2000-6506.

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30

Matsumoto, Kiyoshi, Shinya Kimura, Takuya Morishita, Yukihiro Misumi та Naoto Hayashi. "ChemInform Abstract: Diels-Alder Reaction of Ni(II) β-Vinyl-meso-tetraphenylporphyrin: A General Method for Synthesis of Functionalized Porphyrins." ChemInform 31, № 20 (2010): no. http://dx.doi.org/10.1002/chin.200020097.

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31

Chaudhri, Nivedita, Nitika Grover та Muniappan Sankar. "Versatile Synthetic Route for β-Functionalized Chlorins and Porphyrins by Varying the Size of Michael Donors: Syntheses, Photophysical, and Electrochemical Redox Properties". Inorganic Chemistry 56, № 19 (2017): 11532–45. http://dx.doi.org/10.1021/acs.inorgchem.7b01158.

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32

Ostrysz, Sylwia, Agnieszka Mikus та Stanislaw Ostrowski. "Attempts of the Synthesis of Highly Functionalized Porphyrins at the β-Positions: Nitration of Exhaustively Substituted Moieties in the ’Eastern Half ’ and Mass-Spectral Study of the Reaction Products". Macroheterocycles 10, № 3 (2017): 323–27. http://dx.doi.org/10.6060/mhc170405o.

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33

Prakash, Kamal, Muniappan Sankar, Sairaman Seetharaman та Francis D'Souza. "Synthesis, Structural, Electrochemical and Energy Transfer Studies of π‐Extended Mono‐β‐Functionalized Porphyrin Dyads". ChemPhotoChem, 11 грудня 2018. http://dx.doi.org/10.1002/cptc.201800165.

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34

"Β-Arylamino Functionalized Porphyrins: Regioselective Synthesis, Structural, Photophysical and Electrochemical Properties". ECS Meeting Abstracts, 2018. http://dx.doi.org/10.1149/ma2018-01/12/1023.

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35

"Versatile Synthetic Route for Β-Functionalized Chlorins and Porphyrins By Varying the Size of Michael Donors: Syntheses, Photophysical and Electrochemical Redox Properties". ECS Meeting Abstracts, 2018. http://dx.doi.org/10.1149/ma2018-01/12/1022.

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