共查询到20条相似文献,搜索用时 15 毫秒
1.
Yue Wang Koki Ogasahara Daisuke Tomihama Dr. Radomir Mysliborski Dr. Masatoshi Ishida Yongseok Hong Yusuke Notsuka Prof. Dr. Yoshihisa Yamaoka Tomotaka Murayama Dr. Atsuya Muranaka Prof. Dr. Masanobu Uchiyama Dr. Shigeki Mori Dr. Yuhsuke Yasutake Prof. Dr. Susumu Fukatsu Prof. Dr. Dongho Kim Prof. Dr. Hiroyuki Furuta 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2020,132(37):16295-16300
The synthesis of organometallic complexes of modified 26π-conjugated hexaphyrins with absorption and emission capabilities in the third near-infrared region (NIR-III) is described. Symmetry alteration of the frontier molecular orbitals (MOs) of bis-PdII and bis-PtII complexes of hexaphyrin via N-confusion modification led to substantial metal dπ–pπ interactions. This MO mixing, in turn, resulted in a significantly narrower HOMO–LUMO energy gap. A remarkable long-wavelength shift of the lowest S0→S1 absorption beyond 1700 nm was achieved with the bis-PtII complex, t -Pt2-3 . The emergence of photoacoustic (PA) signals maximized at 1700 nm makes t -Pt2-3 potentially useful as a NIR-III PA contrast agent. The rigid bis-PdII complexes, t -Pd2-3 and c -Pd2-3 , are rare examples of NIR emitters beyond 1500 nm. The current study provides new insight into the design of stable, expanded porphyrinic dyes possessing NIR-III-emissive and photoacoustic-response capabilities. 相似文献
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Woormileela Sinha Michael G. Sommer Naina Deibel Fabien Ehret Prof. Dr. Biprajit Sarkar Dr. Sanjib Kar 《Chemistry (Weinheim an der Bergstrasse, Germany)》2014,20(48):15920-15932
Macrocycles such as porphyrins and corroles have important functions in chemistry and biology, including light absorption for photosynthesis. Generation of near‐IR (NIR)‐absorbing dyes based on metal complexes of these macrocycles for mimicking natural photosynthesis still remains a challenging task. Herein, the syntheses of four new AgIII corrolato complexes with differently substituted corrolato ligands are presented. A combination of structural, electrochemical, UV/Vis/NIR‐EPR spectroelectrochemical, and DFT studies was used to decipher the geometric and electronic properties of these complexes in their various redox states. This combined approach established the neutral compounds as stable AgIII complexes, and the one‐electron reduced species of all the compounds as unusual, stable AgII complexes. The one‐electron oxidized forms of two of the complexes display absorptions in the NIR region, and thus they are rare examples of mononuclear complexes of corroles that absorb in the NIR region. The appearance of this NIR band, which has mixed intraligand charge transfer/intraligand character, is strongly dependent on the substituents of the corrole rings. Hence, the present work revolves round the design principles for the generation of corrole‐based NIR‐absorbing dyes and shows the potential of corroles for stabilizing unusual metal oxidation states. These findings thus further contribute to the generation of functional metal complexes based on such macrocyclic ligands. 相似文献
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Dr. Aron J. Huckaba Dr. Aswani Yella Dr. Louis E. McNamara April E. Steen J. Scott Murphy Casey A. Carpenter George D. Puneky Prof. Nathan I. Hammer Prof. Mohammad Khaja Nazeeruddin Prof. Michael Grätzel Prof. Jared H. Delcamp 《Chemistry (Weinheim an der Bergstrasse, Germany)》2016,22(43):15536-15542
Desirable components for dye‐sensitzed solar cell (DSC) sensitizers and fluorescent imaging dyes include strong donating building blocks coupled with well‐balanced acceptor functionalities for absorption beyond the visible range. We have evaluated the effects of increasing acceptor strengths and incorporation of dye morphology controlling groups on molar absorptivity and absorption breadth with indolizine donor‐based dyes. Indolizine‐based D –A and D –π–A sensitizers incorporating bis‐rhodanine, tricyanofuran (TCF), and cyanoacrylic acid functionalities were analyzed for performance in DSC devices. The TCF derivatives were also evaluated as near‐infrared (NIR)‐emissive materials with the AH25 emissions extending past 1000 nm. 相似文献
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Naoyuki Toriumi Norihito Asano Takayuki Ikeno Atsuya Muranaka Kenjiro Hanaoka Yasuteru Urano Masanobu Uchiyama 《Angewandte Chemie (International ed. in English)》2019,58(23):7788-7791
Near‐infrared (NIR) imaging techniques have attracted significant attention for biological and medicinal applications due to the ability of NIR to penetrate deeply into tissues. However, there are very few stable, activatable molecular probes that can utilize NIR light in the wavelength range beyond 800 nm. Herein, we report a new activatable NIR system for photoacoustic imaging based on tautomeric benziphthalocyanines (BPcs). We found that the existence of a free hydroxyl group is crucial for NIR absorption of BPcs. Synthesized water‐soluble hydroxy BPcs exhibited high photostability and no fluorescence, which are desirable features for photoacoustic imaging. We synthesized BPcs in which the free hydroxyl group was masked by an esterase‐labile or an H2O2‐labile group. The photoacoustic signals of these hydroxy‐masked BPcs were increased upon NIR excitation at 880 nm in the presence of esterase or H2O2, respectively. These are rare examples of activatable probes utilizing NIR light at around 900 nm. 相似文献
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Prof. Dr. Kazumasa Funabiki Kazutaka Yagi Masato Ueta Mitsuru Nakajima Masako Horiuchi Dr. Yasuhiro Kubota Prof. Dr. Masaki Mastui 《Chemistry (Weinheim an der Bergstrasse, Germany)》2016,22(35):12282-12285
Highly thermo‐ and photostable, near‐infrared‐absorbing heptamethine cyanine dyes were achieved with the use of fluorine‐containing components. In particular, one prepared heptamethine cyanine dye, bearing a tetrakis(pentafluorophenyl)borate as a counter anion and an N‐ethyl‐2,2,2‐trifluoroacetamido group at the meso position, showed not only a high decomposition temperature (Tdt), but also very high photostability toward white LED irradiation. 相似文献
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Direct and Regioselective Amination of β‐Unsubstituted 5,15‐Diazaporphyrins with Amines: A Convenient Route to Near‐Infrared‐Responsive Diazaporphyrin Sensitizers 下载免费PDF全文
Satoshi Omomo Takuma Sugai Prof. Dr. Mao Minoura Prof. Dr. Haruyuki Nakano Prof. Dr. Yoshihiro Matano 《Angewandte Chemie (International ed. in English)》2018,57(14):3797-3800
We have established a convenient method for the base‐promoted direct amination of β‐unsubstituted 5,15‐diazaporphyrins (DAPs) with secondary and primary amines to produce 3,7,13,17‐tetraamino‐ and 3‐amino‐DAPs, respectively, regioselectively. The amino groups attached at the periphery cause significant red shifts of the absorption bands as a result of their perturbation of the HOMO and/or LUMO in the DAP π‐system. The palladium complex of a 3,7,13,17‐tetrakis(diphenylamino)‐DAP generated singlet oxygen in high yield under irradiation with near‐infrared light. 相似文献
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Thomas Geiger Hadjar Benmansour Bin Fan Roland Hany Frank Nüesch 《Macromolecular rapid communications》2008,29(8):651-658
Two new, fully conjugated polymeric cyanine dyes based on trimethine and heptamethine moieties have been synthesized. Both polymers were characterized by gel permeation chromatography, UV‐vis and IR spectroscopy, elementary analysis and cyclic voltammetry. The structure of one material could be confirmed with NMR spectroscopy. Upon head‐to‐tail coupling of the dye moieties distinct bathochromic shifts up to 159 nm were observed for the polymers which absorb solely in the near infrared (NIR) region with maxima up to 1 002 nm and very high molar absorption coefficients. This highly efficient absorption in the NIR spectral domain combined with the strong electron accepting properties makes these dyes interesting candidates for many optical applications; investigations on photovoltaic devices based on polymeric cyanine dye/C60 heterojunctions identify one of these possibilities.
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Yutao Rao Taeyeon Kim Kyu Hyung Park Fulei Peng Lei Liu Yunmei Liu Bin Wen Prof. Dr. Shubin Liu Prof. Dr. Steven Robert Kirk Licheng Wu Prof. Dr. Bo Chen Prof. Dr. Ming Ma Dr. Mingbo Zhou Dr. Bangshao Yin Dr. Yuexing Zhang Prof. Dr. Dongho Kim Prof. Dr. Jianxin Song 《Angewandte Chemie (International ed. in English)》2016,55(22):6438-6442
β,β‐tripyrrin‐bridged earring porphyrins were synthesized through Suzuki–Miyaura cross coupling reactions. These porphyrinoids have multiple cavities and can accommodate two or three metal ions per molecule. The structures of the porphyrins have been elucidated by x‐ray diffraction analysis, and feature curved π planes. The electronic spectra of the porphyrins exhibit near‐infrared (NIR) absorptions and metal insertion leads to red‐shifted and intensified absorption features. Electrochemical analysis and transient absorption measurements indicated that the porphyrins exhibit effective electronic communication between their central and peripheral moieties. 相似文献
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Keto‐benzo[h]‐Coumarin‐Based Near‐Infrared Dyes with Large Stokes Shifts for Bioimaging Applications 下载免费PDF全文
Guangle Niu Prof. Dr. Weimin Liu Prof. Dr. Hongyan Xiao Prof. Dr. Hongyan Zhang Jianhong Chen Qing Dai Prof. Dr. Jiechao Ge Prof. Dr. Jiasheng Wu Prof. Dr. Pengfei Wang 《化学:亚洲杂志》2016,11(4):498-504
Fluorescence imaging is a promising tool for the visualization of biomolecules in living systems and there is great demand for new fluorescent dyes that absorb and emit in the near‐infrared (NIR) region. Herein, we constructed three new fluorescent dyes ( NBC dyes) based on keto‐benzo[h]coumarin ( k‐BC ) and benzopyrilium salts. These dyes showed large Stokes shifts (>100 nm) and NIR emission (>800 nm). The relationship between the structures and optical properties of these dyes was further investigated by using density functional theory calculations at the B3LYP/6‐3G level of theory. Fluorescence images indicated that the fabricated dyes exhibited good photostability and low cytotoxicity and, thus, have potential applications as imaging agents in living cells and animals. 相似文献
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《Angewandte Chemie (International ed. in English)》2017,56(11):2979-2983
Small‐molecule organic fluorophores spectrally active in the 800–950 nm region are sought‐after for their broad potential in biomedical and material applications. We have developed a new family of brightly fluorescent dyes ( ECX ) to meet this challenge. ECX dyes are transparent to the visible region, while strongly absorbing in the NIR region at approximately 880 nm. They emit at around 915 nm with a fluorescence quantum yield up to 13.3 %. ECX dyes exhibit high chemostability, high photostability, and low tendency to aggregate. Other merits of ECX dyes include low degree of solvatochromism and facile post‐synthetic derivatization. ECX dyes potentially make available the 800–950 nm region for spectroscopic and microscopic applications and are also expected to find broad material applications. 相似文献
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Near‐IR Absorbing Nickel(II) Porphyrinoids Prepared by Regioselective Insertion of Silylenes into Antiaromatic Nickel(II) Norcorrole 下载免费PDF全文
Takaki Fukuoka Kenya Uchida Dr. Young Mo Sung Prof. Dr. Ji‐Young Shin Prof. Dr. Shintaro Ishida Dr. Jong Min Lim Prof. Dr. Satoru Hiroto Prof. Dr. Ko Furukawa Prof. Dr. Dongho Kim Prof. Dr. Takeaki Iwamoto Prof. Dr. Hiroshi Shinokubo 《Angewandte Chemie (International ed. in English)》2014,53(6):1506-1509
The treatment of an antiaromatic norcorrole NiII complex with a kinetically stabilized silylene provided ring‐expansion products in excellent yields through the highly regio‐ and stereoselective insertion into the β‐β pyrrolic C? C bonds. The resultant NiII porphyrinoid monoinsertion product exhibited relatively strong near‐IR absorption bands due to the small HOMO–LUMO gap in spite of the disrupted cyclic π‐conjugation by the silicon atom. 相似文献
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Inside Cover: π‐Extended “Earring” Porphyrins with Multiple Cavities and Near‐Infrared Absorption (Angew. Chem. Int. Ed. 22/2016) 下载免费PDF全文
Yutao Rao Taeyeon Kim Kyu Hyung Park Fulei Peng Lei Liu Yunmei Liu Bin Wen Prof. Dr. Shubin Liu Prof. Dr. Steven Robert Kirk Licheng Wu Prof. Dr. Bo Chen Prof. Dr. Ming Ma Dr. Mingbo Zhou Dr. Bangshao Yin Dr. Yuexing Zhang Prof. Dr. Dongho Kim Prof. Dr. Jianxin Song 《Angewandte Chemie (International ed. in English)》2016,55(22):6346-6346
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Georg M. Fischer Dipl.‐Chem. Magnus Isomäki‐Krondahl Inigo Göttker‐Schnetmann Dr. Ewald Daltrozzo Prof. Dr. Andreas Zumbusch Prof. Dr. 《Chemistry (Weinheim an der Bergstrasse, Germany)》2009,15(19):4857-4864
NIRer there : Pyrrolopyrrole cyanine (PPCys) dyes, a new class of near‐infrared (NIR) fluorophores, are obtained by condensation of heteroarylacetonitrile and diketopyrrolopyrrole compounds (see picture). Complexation with BF2 or BPh2 yields strongly fluorescent, photostable NIR dyes that show high absorption cross‐sections and fluorescence quantum yields. Furthermore, alteration of the heterocycle can tune the main absorption between λ = 684 and 864 nm.
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Molecular Engineering of Push–Pull Porphyrin Dyes for Highly Efficient Dye‐Sensitized Solar Cells: The Role of Benzene Spacers 下载免费PDF全文
Shaik M. Zakeeruddin Shu‐Nung Chang Chi‐Hung Hsieh Chen‐Yu Yeh Michael Grätzel 《Angewandte Chemie (International ed. in English)》2014,53(11):2973-2977
Porphyrins have drawn much attention as sensitizers owing to the large absorption coefficients of their Soret and Q bands in the visible region. In a donor and acceptor zinc porphyrin we applied a new strategy of introducing 2,1,3‐benzothiadiazole (BTD) as a π‐conjugated linker between the anchoring group and the porphyrin chromophore to broaden the absorption spectra to fill the valley between the Soret and Q bands. With this novel approach, we observed 12.75 % power‐conversion efficiency under simulated one‐sun illumination (AM1.5G, 100 mW cm?2). In this study, we showed the importance of introducing the phenyl group as a spacer between the BTD and the zinc porphyrin in achieving high power‐conversion efficiencies. Time‐resolved fluorescence, transient‐photocurrent‐decay, and transient‐photovoltage‐decay measurements were employed to determine the electron‐injection dynamics and the lifetime of the photogenerated charge carriers. 相似文献
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Dr. Aurélie Guenet Dr. Fabrice Eckes Prof. Dr. Véronique Bulach Dr. Cristian A. Strassert Prof. Dr. Luisa De Cola Prof. Dr. Mir Wais Hosseini 《Chemphyschem》2012,13(13):3163-3171
The α4 atropoisomer of a tetraaryl porphyrin and its PdII complex, both bearing four hydroxyquinolinyl chelating units pre‐organised on the same face of the porphyrin backbone, bind a NdIII centre thus affording either a mononuclear or a heterobinuclear anionic species, respectively. The near‐infrared emission of the lanthanide centred at 1064 nm is observed upon excitation of the Soret band at 425 nm. Sensitisation proceeds mainly from the singlet state of the porphyrin. 相似文献