Synthesis of [n]Cyclo-5,15-porphyrinylene-4,4′-biphenylenes Displaying Size-Dependent Excitation-Energy Hopping
作者： Hua‐Wei Jiang , Takayuki Tanaka , Taeyeon Kim , Young Mo Sung , Hirotaka Mori
关键词: Crystallography 、 Nickel 、 Reductive elimination 、 Size dependent 、 Absorption spectroscopy 、 Chemistry 、 Energy transfer 、 Nanotechnology 、 Excitation 、 Cyclic voltammetry 、 Porphyrin
摘要: A set of 5,15-biphenylene-bridged porphyrin wheels, namely, [n]cyclo-5,15-porphyrinylene-4,4'-biphenylenes [n]CPB, have been synthesized through the platination 5,15-bis(4-(pinacolboranyl)phenyl) nickel(II) and subsequent reductive elimination Pt(II) (cod)-bridged cyclic intermediates. The calculated strain energies for [3]CPB, [4]CPB, [5]CPB, [6]CPB are 49.3, 32.9, 23.5, 16.0 kcal mol(-1) , respectively. UV/Vis absorption spectra voltammetry indicated characteristic ring-size-dependent absorption-peak shifts redox-potential shifts, which presumably reflect degree in π-systems. Excitation-energy hopping (EEH) times were determined to be 5.1, 8.0, 9.6 ps [6]CPB, respectively, a pump-power-dependent TA experiment.
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sci-hub.se 参考文章(54)
C MAEDA, T KAMADA, N ARATANI, A OSUKA, Chiral self-discriminative self-assembling of meso-meso linked diporphyrins Coordination Chemistry Reviews. ,vol. 251, pp. 2743- 2752 ,(2007) , 10.1016/J.CCR.2007.02.017
Yusuke Kuramochi, Akiharu Satake, Yoshiaki Kobuke, Light-Harvesting Macroring Accommodating a Tetrapodal Ligand Based on Complementary and Cooperative Coordinations Journal of the American Chemical Society. ,vol. 126, pp. 8668- 8669 ,(2004) , 10.1021/JA048118T
Takaaki Hori, Naoki Aratani, Akihiko Takagi, Takuya Matsumoto, Tomoji Kawai, Min-Chul Yoon, Zin Seok Yoon, Sung Cho, Dongho Kim, Atsuhiro Osuka, Giant Porphyrin Wheels with Large Electronic Coupling as Models of Light‐Harvesting Photosynthetic Antenna Chemistry: A European Journal. ,vol. 12, pp. 1319- 1327 ,(2006) , 10.1002/CHEM.200501373
Xiaoyi Zhang, Erik C. Wasinger, Ana Z. Muresan, Klaus Attenkofer, Guy Jennings, Jonathan S. Lindsey, Lin X. Chen, Ultrafast stimulated emission and structural dynamics in nickel porphyrins. Journal of Physical Chemistry A. ,vol. 111, pp. 11736- 11742 ,(2007) , 10.1021/JP0751763
Melanie C O’Sullivan, Johannes K Sprafke, Dmitry V Kondratuk, Corentin Rinfray, Timothy DW Claridge, Alex Saywell, Matthew O Blunt, James N O’Shea, Peter H Beton, Marc Malfois, Harry L Anderson, None, Vernier templating and synthesis of a 12-porphyrin nano-ring Nature. ,vol. 469, pp. 72- 75 ,(2011) , 10.1038/NATURE09683
Eiichi Kayahara, Takahiro Iwamoto, Toshiyasu Suzuki, Shigeru Yamago, Selective Synthesis of [6]-, [8]-, and [10]Cycloparaphenylenes Chemistry Letters. ,vol. 42, pp. 621- 623 ,(2013) , 10.1246/CL.130188
Ramesh Jasti, Joydeep Bhattacharjee, Jeffrey B. Neaton, Carolyn R. Bertozzi, Synthesis, Characterization, and Theory of [9]-, [12]-, and [18]Cycloparaphenylene: Carbon Nanohoop Structures Journal of the American Chemical Society. ,vol. 130, pp. 17646- 17647 ,(2008) , 10.1021/JA807126U
Junzhong Li, Arounaguiry Ambroise, Sung Ik Yang, James R. Diers, Jyoti Seth, Christopher R. Wack, David F. Bocian, Dewey Holten, Jonathan S. Lindsey, Template-Directed Synthesis, Excited-State Photodynamics, and Electronic Communication in a Hexameric Wheel of Porphyrins Journal of the American Chemical Society. ,vol. 121, pp. 8927- 8940 ,(1999) , 10.1021/JA991730D
Johannes K Sprafke, Dmitry V Kondratuk, Michael Wykes, Amber L Thompson, Markus Hoffmann, Rokas Drevinskas, Wei-Hsin Chen, Chaw Keong Yong, Joakim Karnbratt, Joseph E Bullock, Marc Malfois, Michael R Wasielewski, Bo Albinsson, Laura M Herz, Donatas Zigmantas, David Beljonne, Harry L Anderson, None, Belt-shaped π-systems: relating geometry to electronic structure in a six-porphyrin nanoring. Journal of the American Chemical Society. ,vol. 133, pp. 17262- 17273 ,(2011) , 10.1021/JA2045919
Dmitry V Kondratuk, Johannes K Sprafke, Melanie C O'Sullivan, Luis MA Perdigao, Alex Saywell, Marc Malfois, James N O'Shea, Peter H Beton, Amber L Thompson, Harry L Anderson, None, Vernier-templated synthesis, crystal structure, and supramolecular chemistry of a 12-porphyrin nanoring. Chemistry: A European Journal. ,vol. 20, pp. 12826- 12834 ,(2014) , 10.1002/CHEM.201403714