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  1. Article ; Online: Nickel-Catalyzed 3,3-Dialkynylation of 2-Aryl Acrylamides: Direct Access to

    Zhao, Tingxing / Pu, Xingwen / Han, Weiguo / Gao, Ge

    Organic letters

    2021  Volume 23, Issue 4, Page(s) 1199–1203

    Abstract: Direct access ... ...

    Abstract Direct access to
    Language English
    Publishing date 2021-02-01
    Publishing country United States
    Document type Journal Article
    ISSN 1523-7052
    ISSN (online) 1523-7052
    DOI 10.1021/acs.orglett.0c04137
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article: Isomerism Strategy to Optimize Aggregation and Morphology for Superior Polymer Solar Cells

    Shen, Xiangyu / Lai, Xue / Lai, Hanjian / Zhao, Tingxing / Zhu, Yulin / Pu, Mingrui / Wang, Hengtao / Tan, Pu / He, Feng

    Macromolecules. 2022 July 19, v. 55, no. 15

    2022  

    Abstract: The effect of isomerism in polymer donors is appealing as a means of optimization of molecular configurations in organic solar cells (OSCs) but has not been well explored. Two isomers, PAB-α and PAB-γ, with different orientations of their fused thiophene ...

    Abstract The effect of isomerism in polymer donors is appealing as a means of optimization of molecular configurations in organic solar cells (OSCs) but has not been well explored. Two isomers, PAB-α and PAB-γ, with different orientations of their fused thiophene rings were designed and synthesized to investigate the influence of isomerism in polymer donors on their photovoltaic conversions. It was shown that two polymers with almost identical structures exhibited significant differences in the power conversion efficiency (PCE) of solar devices. The PAB-α-based devices achieve an excellent PCE of 15.05%, while the PAB-γ-based devices only obtain an extremely low PCE of 0.04%. Reasons for such a dramatic performance disparity include first, the absorption spectrum of PAB-γ being markedly blue-shifted and failing to match the absorption spectrum of common high-efficiency acceptors, such as Y6, and second, acceptor Y6 has preferable miscibility with PAB-α for a smaller χ value of 0.067 and smaller root-mean-square value of 0.98 nm. What is more, PAB-α has a closer π–π interaction distance compared to its isomer PAB-γ from grazing-incidence wide-angle X-ray scattering (GIWAXS) analysis, and the order-of-magnitude difference between the hole and electron mobilities of two active layers also made the opposing values of their device efficiencies. Therefore, PAB-α has a superior performance in photovoltaic devices, demonstrating that fine tuning of atomic orientation could bring great changes to the properties of the polymer donors. This provides a new train of thought for the material design and evolution of device performance.
    Keywords isomerization ; isomers ; polymers ; spectral analysis ; thiophene ; wide-angle X-ray scattering
    Language English
    Dates of publication 2022-0719
    Size p. 6384-6393.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 1491942-4
    ISSN 1520-5835 ; 0024-9297
    ISSN (online) 1520-5835
    ISSN 0024-9297
    DOI 10.1021/acs.macromol.2c00837
    Database NAL-Catalogue (AGRICOLA)

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  3. Article: Co(iii)-catalyzed Z-selective oxidative C–H/C–H cross-coupling of alkenes with triisopropylsilylacetylene

    Zhao, Tingxing / Qin, Dekun / Han, Weiguo / Yang, Shiping / Feng, Boya / Gao, Ge / You, Jingsong

    Chemical communications. 2019 May 23, v. 55, no. 43

    2019  

    Abstract: A Co(iii)-catalyzed direct oxidative C–H/C–H cross-coupling reaction of acrylamides with triisopropylsilylacetylene is presented. It is applicable to unsubstituted, internal and terminal acrylamides with a broad functionality tolerance. The feasibility ... ...

    Abstract A Co(iii)-catalyzed direct oxidative C–H/C–H cross-coupling reaction of acrylamides with triisopropylsilylacetylene is presented. It is applicable to unsubstituted, internal and terminal acrylamides with a broad functionality tolerance. The feasibility of this protocol is successfully demonstrated by the late-stage alkynylation of a derivative of steroid drug Epristeride.
    Keywords acrylamides ; alkenes ; cobalt ; cross-coupling reactions ; drugs
    Language English
    Dates of publication 2019-0523
    Size p. 6118-6121.
    Publishing place The Royal Society of Chemistry
    Document type Article
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/c9cc02347j
    Database NAL-Catalogue (AGRICOLA)

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  4. Article: Rhodium-Catalyzed C–H/C–H Cross Coupling of Benzylthioethers or Benzylamines with Thiophenes Enabled by Flexible Directing Groups

    Yang, Shiping / Cheng, Rui / Lan, Jingbo / Luo, Anping / You, Jingsong / Zhao, Tingxing

    Organic letters. 2019 June 20, v. 21, no. 13

    2019  

    Abstract: Reported herein is an efficient synthetic protocol to ortho-functionalized 2-aryl thiophenes via Rh(III)-catalyzed C–H/C–H cross coupling of benzylthioethers or benzylamines with thiophenes. Both ortho- and meta-substituted benzylthioethers give ... ...

    Abstract Reported herein is an efficient synthetic protocol to ortho-functionalized 2-aryl thiophenes via Rh(III)-catalyzed C–H/C–H cross coupling of benzylthioethers or benzylamines with thiophenes. Both ortho- and meta-substituted benzylthioethers give monoheteroarylated products, while ortho-unhindered substrates mainly provide diheteroarylated benzylthioethers. The C–H/C–H cross coupling of benzylamines with thiophenes exclusively generates diheteroarylated benzaldehydes. Mechanistic investigation discloses a three-step tandem process involving the ortho-C–H diheteroarylation of benzylamine, the oxidation of benzylamine to imine, and the hydrolysis of imine to aldehyde.
    Keywords benzaldehyde ; benzylamines ; catalytic activity ; chemical structure ; hydrolysis ; imines ; oxidation ; rhodium ; thiophenes
    Language English
    Dates of publication 2019-0620
    Size p. 5086-5090.
    Publishing place American Chemical Society
    Document type Article
    ISSN 1523-7052
    DOI 10.1021/acs.orglett.9b01679
    Database NAL-Catalogue (AGRICOLA)

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  5. Article ; Online: Rhodium-Catalyzed C-H/C-H Cross Coupling of Benzylthioethers or Benzylamines with Thiophenes Enabled by Flexible Directing Groups.

    Yang, Shiping / Cheng, Rui / Zhao, Tingxing / Luo, Anping / Lan, Jingbo / You, Jingsong

    Organic letters

    2019  Volume 21, Issue 13, Page(s) 5086–5090

    Abstract: Reported herein is an efficient synthetic protocol to ortho-functionalized 2-aryl thiophenes via Rh(III)-catalyzed C-H/C-H cross coupling of benzylthioethers or benzylamines with thiophenes. Both ortho- and meta-substituted benzylthioethers give ... ...

    Abstract Reported herein is an efficient synthetic protocol to ortho-functionalized 2-aryl thiophenes via Rh(III)-catalyzed C-H/C-H cross coupling of benzylthioethers or benzylamines with thiophenes. Both ortho- and meta-substituted benzylthioethers give monoheteroarylated products, while ortho-unhindered substrates mainly provide diheteroarylated benzylthioethers. The C-H/C-H cross coupling of benzylamines with thiophenes exclusively generates diheteroarylated benzaldehydes. Mechanistic investigation discloses a three-step tandem process involving the ortho-C-H diheteroarylation of benzylamine, the oxidation of benzylamine to imine, and the hydrolysis of imine to aldehyde.
    Language English
    Publishing date 2019-06-20
    Publishing country United States
    Document type Journal Article
    ISSN 1523-7052
    ISSN (online) 1523-7052
    DOI 10.1021/acs.orglett.9b01679
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  6. Article ; Online: Co(iii)-catalyzed Z-selective oxidative C-H/C-H cross-coupling of alkenes with triisopropylsilylacetylene.

    Zhao, Tingxing / Qin, Dekun / Han, Weiguo / Yang, Shiping / Feng, Boya / Gao, Ge / You, Jingsong

    Chemical communications (Cambridge, England)

    2019  Volume 55, Issue 43, Page(s) 6118–6121

    Abstract: A Co(iii)-catalyzed direct oxidative C-H/C-H cross-coupling reaction of acrylamides with triisopropylsilylacetylene is presented. It is applicable to unsubstituted, internal and terminal acrylamides with a broad functionality tolerance. The feasibility ... ...

    Abstract A Co(iii)-catalyzed direct oxidative C-H/C-H cross-coupling reaction of acrylamides with triisopropylsilylacetylene is presented. It is applicable to unsubstituted, internal and terminal acrylamides with a broad functionality tolerance. The feasibility of this protocol is successfully demonstrated by the late-stage alkynylation of a derivative of steroid drug Epristeride.
    Language English
    Publishing date 2019-05-09
    Publishing country England
    Document type Journal Article
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/c9cc02347j
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  7. Article: Highly Efficient All-Polymer Solar Cells from a Dithieno[3,2-f:2′,3′-h]quinoxaline-Based Wide Band Gap Donor

    Zhao, Tingxing / Cao, Congcong / Wang, Hengtao / Shen, Xiangyu / Lai, Hanjian / Zhu, Yulin / Chen, Hui / Han, Liang / Rehman, Tahir / He, Feng

    Macromolecules. 2021 Dec. 17, v. 54, no. 24

    2021  

    Abstract: It is challenging yet appealing for researchers to construct new polymer donors that can work cooperatively with the polymer acceptors and thus realize maximum power conversion efficiencies (PCEs) of all-polymer solar cells (PSCs). We have synthesized ... ...

    Abstract It is challenging yet appealing for researchers to construct new polymer donors that can work cooperatively with the polymer acceptors and thus realize maximum power conversion efficiencies (PCEs) of all-polymer solar cells (PSCs). We have synthesized two dithieno[3,2-f:2′,3′-h]quinoxaline-based wide band gap donor polymers (PBQx-Me-TF and PBQx-H-TF) and a new γ-position based narrow band gap polymer acceptor: PBTIC-γ-TT. The temperature-dependent absorption spectra showed that removal of a weaker electron-donating methyl group in the donor polymer strengthened the aggregation and the absorption coefficients. The crystal structures showed that PBQx-H-TF had a closer π–π stacking distance of 3.33 Å when compared to the PBQx-Me-TF (3.40 Å). The smaller EHOMO offset (0.07 eV) between the donor PBQx-H-TF and acceptor PBTIC-γ-TT than that of PBQx-Me-TF/PBTIC-γ-TT (0.10 eV) provided a better hole transport. The PBQx-H-TF/PBTIC-γ-TT films showed a smaller total energy loss (0.574 eV) than the PBQx-Me-TF/PBTIC-γ-TT film (0.607 eV); hence, this molecular structure adjustment reduced the nonradiative energy loss. PBQx-H-TF also showed better miscibility with PBTIC-γ-TT with a smaller χ value of 0.25. In addition, a bicontinuous interpenetrating microstructure was observed in the active layer blend film (PBQx-H-TF/PBTIC-γ-TT), resulting in a JSC of 22.24 mA cm–², a FF of 67.80%, and a PCE of 14.21% in the device. These observations revealed the significance of molecular structure adjustment for better device performance, and therefore, PBQx-H-TF can be an excellent candidate for all-PSCs.
    Keywords absorption ; energy ; microstructure ; polymers
    Language English
    Dates of publication 2021-1217
    Size p. 11468-11477.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 1491942-4
    ISSN 1520-5835 ; 0024-9297
    ISSN (online) 1520-5835
    ISSN 0024-9297
    DOI 10.1021/acs.macromol.1c01940
    Database NAL-Catalogue (AGRICOLA)

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  8. Article ; Online: 17.6%-Efficient Quasiplanar Heterojunction Organic Solar Cells from a Chlorinated 3D Network Acceptor.

    Chen, Hui / Zhao, Tingxing / Li, Long / Tan, Pu / Lai, Hanjian / Zhu, Yulin / Lai, Xue / Han, Liang / Zheng, Nan / Guo, Liang / He, Feng

    Advanced materials (Deerfield Beach, Fla.)

    2021  Volume 33, Issue 37, Page(s) e2102778

    Abstract: Bulk heterojunction (BHJ) organic solar cells (OSCs) have achieved great success because they overcome the shortcomings of short exciton diffusion distances. With the progress in material innovation and device technology, the efficiency of BHJ devices is ...

    Abstract Bulk heterojunction (BHJ) organic solar cells (OSCs) have achieved great success because they overcome the shortcomings of short exciton diffusion distances. With the progress in material innovation and device technology, the efficiency of BHJ devices is continually being improved. For some special photovoltaic material systems, it is difficult to manipulate the miscibility and morphology of blend films, and this results in moderate, even poor device performance. Quasiplanar heterojunction (Q-PHJ) OSCs have been proposed to exploit the excellent photovoltaic properties of these materials. An OSC with BTIC-BO-4Cl has a 3D interpenetrating network structure with multiple channels that can facilitate the exciton diffusion and charge transport, and BTIC-BO-4Cl is therefore a good candidate for Q-PHJ OSCs. In this work, a D18:BTIC-BO-4Cl-based Q-PHJ device is fabricated. The exciton diffusion lengths of D18 and BTIC-BO-4Cl are in accord with the requirements of the Q-PHJ device and the efficiency of Q-PHJ device is as high as 17.60%. This study indicates that the Q-PHJ architecture can replace the BHJ architecture to produce excellent OSCs for certain unique donors and acceptors, providing an alternative approach to photovoltaic material design and device fabrication.
    Language English
    Publishing date 2021-07-28
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 1474949-X
    ISSN 1521-4095 ; 0935-9648
    ISSN (online) 1521-4095
    ISSN 0935-9648
    DOI 10.1002/adma.202102778
    Database MEDical Literature Analysis and Retrieval System OnLINE

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