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New Types of Planar Chiral [2.2]Paracyclophanes and Construction of One‐Handed Double Helices 下载免费PDF全文
Prof. Yasuhiro Morisaki Risa Sawada Dr. Masayuki Gon Prof. Yoshiki Chujo 《化学:亚洲杂志》2016,11(18):2524-2527
New types of planar chiral (Rp)‐ and (Sp)‐4,7,12,15‐tetrasubstituted [2.2]paracyclophanes were synthesized from racemic 4,12‐dihydroxy[2.2]paracyclophane as the starting compound. Regioselective dibromination and transformation afforded a series of planar chiral (Rp)‐ and (Sp)‐4,7,12,15‐tetrasubstituted [2.2]paracyclophanes, which can be used as chiral building blocks. In this study, left‐ and right‐handed double helical structures were constructed via chemoselective Sonogashira–Hagihara coupling. The double helical compounds were excellent circularly polarized luminescence (CPL) emitters with large molar extinction coefficients, good photoluminescence quantum efficiencies, and large CPL dissymmetry factors. 相似文献
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Jing He Mohan Yu Maofu Pang Yanqing Fan Zhe Lian Dr. Ying Wang Prof. Wenguang Wang Prof. Yajun Liu Prof. Hua Jiang 《Chemistry (Weinheim an der Bergstrasse, Germany)》2022,28(13):e202103832
Structural designs combining cycloparaphenylenes (CPPs) backbone with planar chiral [2.2]paracyclophane ([2.2]PCP) lead to optical-active chiral macrocycles with intriguing properties. X-ray crystal analysis revealed aesthetic necklace-shaped structures and size-dependent packages with long-range channels. The macrocycles exhibit unique photophysical properties with high fluorescence quantum yield of up to 82 %, and the fluorescent color varies with ring size. In addition, size-dependent chiroptical properties with moderately large CPL dissymmetry factor of 10−3 and CPL brightness in the range of 30–40 M−1 cm−1 were observed. 相似文献
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Genki Namba Yuki Mimura Prof. Yoshitane Imai Dr. Ryo Inoue Prof. Yasuhiro Morisaki 《Chemistry (Weinheim an der Bergstrasse, Germany)》2020,26(65):14871-14877
Optically active X-shaped molecules based on the planar chiral [2.2]paracyclophane building block were prepared, in which di(methoxy)terphenyl units were stacked on the central benzene rings. At 25 °C, anisolyl rings freely rotate in solution, while in the crystal form, they are fixed by intramolecular CH–π interactions, thereby leading to the expression of the axial chirality, i.e., propeller chirality was exhibited by the planar chiral [2.2]paracyclophane moiety. The X-shaped molecule exhibited good circularly polarized luminescence (CPL) profiles with moderate ΦPL and a large glum value in the order of 10−3 at 25 °C, in solution. In contrast, at −120 °C, dual CPL emission with opposite signs was observed. According to the theoretical studies, the rotary motion of the anisolyl units is suppressed in the excited states, and so emission from two isomers could be observed. These results demonstrate that the axial chirality was controlled by the planar chirality, leading ultimately to propeller chirality. 相似文献
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Katsuaki Kikuchi Jun Nakamura Yuuya Nagata Hiromu Tsuchida Takahiro Kakuta Tomoki Ogoshi Yasuhiro Morisaki 《化学:亚洲杂志》2019,14(10):1681-1685
Planar chiral building blocks based on 4,7,12,15‐tetrasubstituted [2.2]paracyclophanes were obtained via a synthetic route involving an optical resolution step. Planar chiral enantiomers, comprising two fluorophores that were stacked to form a V‐shaped higher‐ordered structure, were synthesized from these building blocks. The V‐shaped molecules emitted intense circularly polarized luminescence (CPL). Their chiroptical properties were compared with those of X‐shaped molecules bearing the same two fluorophores stacked together. The CPL sign of the X‐shaped molecule was opposite to that of the V‐shaped molecule, which is supported by the theoretical results, indicating that the CPL sign can be controlled by the orientation of the stacked fluorophores. 相似文献
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Abstract Several novel flexibility-restricted imidazo[1,5-a]pyridinium triflates (abbreviated as imidazolium salts) were synthesized from (4S p,13R p)-(?)-4-amino-13-bromo[2.2]paracyclophane and pyridylaldehyde. These imidazolium salts can be used as nitrogen-containing heterocyclic carbene precursors in asymmetric catalysis and here they are applied in the Rh-catalyzed asymmetric 1,2-addition of arylboronic acids to aldehydes. After optimizing the catalytic situations and testing a series of substrates, moderate enantioselectivity and good yield were obtained. 相似文献
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Jin‐Fa Chen Xiaodong Yin Bowen Wang Kai Zhang Guoyun Meng Songhe Zhang Yafei Shi Nan Wang Suning Wang Pangkuan Chen 《Angewandte Chemie (International ed. in English)》2020,59(28):11267-11272
Enantiopure molecules based on macrocyclic architecture are unique for applications in enantioselective host‐guest recognition, chiral sensing and asymmetric catalysis. Taking advantage of the chiral transfer from the intrinsically planar chirality of pillar[5]arenes, we herein present an efficient and straightforward approach to achieve early examples of highly luminescent chiral systems ( P5NN and P5BN ). The optical resolution of their enantiomers has been carried out via preparative chiral HPLC, which was ascribed to the molecular functionalization of pillar[5]arenes with π‐conjugated, sterically bulky triarylamine (Ar3N) as an electron donor and triarylborane (Ar3B) as an acceptor. This crucial design enabled investigations of the chiroptical properties, including circular dichroism (CD) and circularly polarized luminescence (CPL) in the solid state. The intramolecular charge transfer (ICT) nature in P5BN afforded an interesting thermochromic shift of the emission over a wide temperature range. 相似文献
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Cover Picture: Inherently Chiral Macrocyclic Oligothiophenes: Easily Accessible Electrosensitive Cavities with Outstanding Enantioselection Performances (Chem. Eur. J. 47/2014) 下载免费PDF全文
Prof. Francesco Sannicolò Prof. Patrizia R. Mussini Prof. Tiziana Benincori Dr. Roberto Cirilli Prof. Sergio Abbate Serena Arnaboldi Simone Casolo Dr. Ettore Castiglioni Prof. Giovanna Longhi Dr. Rocco Martinazzo Dr. Monica Panigati Dr. Marco Pappini Dr. Elsa Quartapelle Procopio Dr. Simona Rizzo 《Chemistry (Weinheim an der Bergstrasse, Germany)》2014,20(47):15257-15257
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Dr. Johann Bosson Geraldine M. Labrador Dr. Simon Pascal Dr. François‐Alexandre Miannay Oleksandr Yushchenko Haidong Li Dr. Laurent Bouffier Prof. Neso Sojic Roberto C. Tovar Prof. Gilles Muller Prof. Denis Jacquemin Dr. Adèle D. Laurent Dr. Boris Le Guennic Prof. Eric Vauthey Prof. Jérôme Lacour 《Chemistry (Weinheim an der Bergstrasse, Germany)》2016,22(51):18269-18269
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Dr. Hayato Sakai Prof. Kei Ohkubo Prof. Shunichi Fukuzumi Prof. Taku Hasobe 《化学:亚洲杂志》2016,11(4):420-420
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Dr. Masahiro Ikeshita Sho Furukawa Takahiro Ishikawa Kana Matsudaira Prof.Dr. Yoshitane Imai Prof.Dr. Takashi Tsuno 《ChemistryOpen》2022,11(4)
The Front Cover shows the comparison of circularly polarized luminescence (CPL) properties of square planar platinum(II) complexes with different coordination geometries. Computational studies have revealed that the distortion of the coordination geometry is key to enhancement of the chiroptical responses of these compounds. More information can be found in the Research Article by Masahiro Ikeshita et al. 相似文献
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Prof. Francesco Sannicolò Prof. Patrizia R. Mussini Prof. Tiziana Benincori Prof. Rocco Martinazzo Dr. Serena Arnaboldi Giulio Appoloni Dr. Monica Panigati Dr. Elsa Quartapelle Procopio Valentina Marino Dr. Roberto Cirilli Dr. Simone Casolo Prof. Wlodzimierz Kutner Dr. Krzysztof Noworyta Dr. Agnieszka Pietrzyk‐Le Zofia Iskierko Katarzyna Bartold 《Chemistry (Weinheim an der Bergstrasse, Germany)》2016,22(31):10681-10681
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Cover Picture: Silver‐Catalyzed Isocyanide–Isocyanide [3+2] Cross‐Cycloaddition Involving 1,2‐Group Migration: Efficient Synthesis of Trisubstituted lmidazoles (Chem. Asian J. 20/2016) 下载免费PDF全文
Hongwei Wang Dr. Rapolu Kiran Kumar Yang Yu Dr. Lin Zhang Zhaohong Liu Dr. Peiqiu Liao Prof. Xihe Bi 《化学:亚洲杂志》2016,11(20):2808-2808