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Conformation Govern...
Conformation Governed Reactivity of Fused Thia-Sapphyrin Dimers Bearing Multiply Fused Heteroaromatic Rings
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- Li, Qizhao (författare)
- East China Univ Sci & Technol, Inst Fine Chem, Sch Chem & Mol Engn, Feringa Nobel Prize Scientist Joint Res Ctr,Key L, Shanghai 200237, Peoples R China.
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- Ishida, Masatoshi (författare)
- Tokyo Metropolitan Univ, Grad Sch Sci, Dept Chem, Tokyo 1920397, Japan.
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- Li, Chengjie (författare)
- East China Univ Sci & Technol, Inst Fine Chem, Sch Chem & Mol Engn, Feringa Nobel Prize Scientist Joint Res Ctr,Key L, Shanghai 200237, Peoples R China.
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- Baryshnikov, Glib (författare)
- Linköpings universitet,Laboratoriet för organisk elektronik,Tekniska fakulteten,Linköping Univ, Dept Sci & Technol, Lab Organ Elect, SE-60174 Norrköping, Sweden.
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- Sha, Feng (författare)
- East China Univ Sci & Technol, Inst Fine Chem, Sch Chem & Mol Engn, Feringa Nobel Prize Scientist Joint Res Ctr,Key L, Shanghai 200237, Peoples R China.
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- Zhu, Bin (författare)
- East China Univ Sci & Technol, Inst Fine Chem, Sch Chem & Mol Engn, Feringa Nobel Prize Scientist Joint Res Ctr,Key L, Shanghai 200237, Peoples R China.
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- Wu, Xinyan (författare)
- East China Univ Sci & Technol, Inst Fine Chem, Sch Chem & Mol Engn, Feringa Nobel Prize Scientist Joint Res Ctr,Key L, Shanghai 200237, Peoples R China.
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- Ågren, Hans (författare)
- Uppsala universitet,Kemisk och biomolekylär fysik,Uppsala Univ, Sweden
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- Furuta, Hiroyuki (författare)
- Kyushu Univ, Grad Sch Engn, Dept Appl Chem, Fukuoka 8190395, Japan.;Ritsumeikan Univ, Res Org Sci & Technol, Kusatsu, Japan.
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- Xie, Yongshu (författare)
- East China Univ Sci & Technol, Inst Fine Chem, Sch Chem & Mol Engn, Feringa Nobel Prize Scientist Joint Res Ctr,Key L, Shanghai 200237, Peoples R China.
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East China Univ Sci & Technol, Inst Fine Chem, Sch Chem & Mol Engn, Feringa Nobel Prize Scientist Joint Res Ctr,Key L, Shanghai 200237, Peoples R China Tokyo Metropolitan Univ, Grad Sch Sci, Dept Chem, Tokyo 1920397, Japan. (creator_code:org_t)
- 2023-03-30
- 2023
- Engelska.
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Ingår i: CCS CHEMISTRY. - : Chinese Chemical Society. - 2096-5745. ; 5:6, s. 1332-1342
- Relaterad länk:
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https://doi.org/10.3...
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https://uu.diva-port... (primary) (Raw object)
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https://urn.kb.se/re...
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https://doi.org/10.3...
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Abstract
Ämnesord
Stäng
- Suitable conformations and proper alignment of complex natural macrocycles are essential for achieving their unique properties. However, such artificial macrocycle prototypes are still limited due to synthetic difficulties. In this respect, directly linked porphyrin analog dimers display tunable conformations and intriguing properties, and thus, they may be employed as a class of promising platforms. Herein, we report that one-pot oxidative dimerization of thiahydrosapphyrin 1 yields dimers, 2(ant)i and 2(syn), comprising a transoid-oriented plate-like bipyrrolo[1,2-a] indolylidene. The thiophene-containing tetrapyrrole arching subunits in 2 lie at the opposite (anti) and same (syn) sides of the plate, respectively. Meanwhile, multiply fused cisoid-orientated dimer 3 was also obtained; a polycyclic pyrrolo-bridged bipyrroloindole derivative tethered with fully pi-conjugated bridges was formed. Notably, the anti-dimer 2(anti) underwent subsequent oxidative fusion to furnish a further-fused [6.5.5.7.5.5.5.6]-octacyclic compound 4(anti). In contrast, the syn-orientated 2(syn) could not be further fused due to the long distance between the potential reaction sites. This study provides a unique approach to the fused dimeric porphyrin analogs for potential near-infrared optical materials by a simple oxidation reaction. It also reveals the importance of conformation-modulated reactivity for constructing complex porphyrin arrays.
Ämnesord
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
- NATURVETENSKAP -- Kemi -- Fysikalisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Physical Chemistry (hsv//eng)
Nyckelord
- porphyrins
- porphyrinoids
- sapphyrins
- pi-conjugated systems
- porphyrin oligomers
- near-infrared dyes
- macrocycles
Publikations- och innehållstyp
- ref (ämneskategori)
- art (ämneskategori)
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Till lärosätets databas
- Av författaren/redakt...
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Li, Qizhao
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Ishida, Masatosh ...
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Li, Chengjie
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Baryshnikov, Gli ...
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Sha, Feng
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Zhu, Bin
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Wu, Xinyan
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Ågren, Hans
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Furuta, Hiroyuki
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Xie, Yongshu
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visa färre...
- Om ämnet
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- NATURVETENSKAP
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NATURVETENSKAP
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och Kemi
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och Organisk kemi
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- NATURVETENSKAP
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NATURVETENSKAP
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och Kemi
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och Fysikalisk kemi
- Artiklar i publikationen
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CCS CHEMISTRY
- Av lärosätet
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Uppsala universitet
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Linköpings universitet