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• W2755811893 endingPage "13857" @default.
• W2755811893 startingPage "13847" @default.
• W2755811893 abstract "Over the past decade, the hexaphyrin skeleton has emerged as a multifaceted frame exhibiting strong interplay between topology, aromaticity, and metal coordination, opening new research areas beyond porphyrins. However, molecular recognition with hexaphyrins has been underexplored, mainly because of the lack of general synthetic strategies leading to sophisticated molecular hosts. Here we have developed a straightforward approach for capping the heteroannulene frame with tripodal units (e.g., tris(2-aminoethyl)amine [tren]) through postsynthetic modification of a readily accessible meso-(2-aminophenyl) tris-substituted platform. The resulting tren-capped hexaphyrins, obtained in three steps from a 5-(aryl)dipyrromethane precursor, display remarkable features: (i) Considering the 28π-conjugated system, instantaneous and site-selective Zn(II) metalation at the level of a dipyrrin versus tren unit triggers a planar-to-singly twisted conformational change and hence a Hückel antiaromatic-to-Möbius aromatic transformation. In spite of the tripodal linkage, a smooth twist and efficient π overlap are preserved. (ii) Selective and cooperative binding of both an acetato ligand and an amino ligand to zinc occurs in distinct confined environments, reminiscent of substrate discrimination at the buried metal centers of metalloenzymes. The ligand binding pockets are allosterically tuned by monoprotonation of the tren unit. (iii) Substantial chiral induction of the molecular twist is achieved using chiral amino ligands (diastereomeric excess up to 77%, the highest reported to date for a Möbius compound), to which is associated a strong chiroptical signature in circular dichroism. These results provide unprecedented insights into molecular recognition with hexaphyrins, paving the way to innovative Möbius-type molecular hosts for sensing and catalysis." @default.
• W2755811893 created "2017-09-25" @default.
• W2755811893 creator A5004684676 @default.
• W2755811893 creator A5010568039 @default.
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• W2755811893 creator A5049143428 @default.
• W2755811893 creator A5053675150 @default.
• W2755811893 date "2017-09-22" @default.
• W2755811893 modified "2023-09-27" @default.
• W2755811893 title "Tren-Capped Hexaphyrin Zinc Complexes: Interplaying Molecular Recognition, Möbius Aromaticity, and Chirality" @default.
• W2755811893 cites W1017260118 @default.
• W2755811893 cites W1504110636 @default.
• W2755811893 cites W1914899211 @default.
• W2755811893 cites W1968099143 @default.
• W2755811893 cites W1985137179 @default.
• W2755811893 cites W1986438218 @default.
• W2755811893 cites W1986550222 @default.
• W2755811893 cites W1988003612 @default.
• W2755811893 cites W1988994246 @default.
• W2755811893 cites W1989727052 @default.
• W2755811893 cites W1999119115 @default.
• W2755811893 cites W1999576148 @default.
• W2755811893 cites W2007443873 @default.
• W2755811893 cites W2007471212 @default.
• W2755811893 cites W2012367711 @default.
• W2755811893 cites W2015620797 @default.
• W2755811893 cites W2017450657 @default.
• W2755811893 cites W2022309608 @default.
• W2755811893 cites W2022760762 @default.
• W2755811893 cites W2024587498 @default.
• W2755811893 cites W2029841076 @default.
• W2755811893 cites W2036578811 @default.
• W2755811893 cites W2050845406 @default.
• W2755811893 cites W2051085562 @default.
• W2755811893 cites W2052655296 @default.
• W2755811893 cites W2056747542 @default.
• W2755811893 cites W2058456123 @default.
• W2755811893 cites W2059525455 @default.
• W2755811893 cites W2064023024 @default.
• W2755811893 cites W2064224337 @default.
• W2755811893 cites W2065680155 @default.
• W2755811893 cites W2065877006 @default.
• W2755811893 cites W2066069109 @default.
• W2755811893 cites W2069299962 @default.
• W2755811893 cites W2070370047 @default.
• W2755811893 cites W2074209986 @default.
• W2755811893 cites W2077697593 @default.
• W2755811893 cites W2079511288 @default.
• W2755811893 cites W2080359804 @default.
• W2755811893 cites W2084841543 @default.
• W2755811893 cites W2088021828 @default.
• W2755811893 cites W2091954538 @default.
• W2755811893 cites W2092353993 @default.
• W2755811893 cites W2101901532 @default.
• W2755811893 cites W2103793155 @default.
• W2755811893 cites W2109417857 @default.
• W2755811893 cites W2114021772 @default.
• W2755811893 cites W2114336262 @default.
• W2755811893 cites W2114967533 @default.
• W2755811893 cites W2118767119 @default.
• W2755811893 cites W2120510625 @default.
• W2755811893 cites W2120942910 @default.
• W2755811893 cites W2122006682 @default.
• W2755811893 cites W2134855006 @default.
• W2755811893 cites W2136335344 @default.
• W2755811893 cites W2140442968 @default.
• W2755811893 cites W2146685153 @default.
• W2755811893 cites W2149268992 @default.
• W2755811893 cites W2149982472 @default.
• W2755811893 cites W2151644878 @default.
• W2755811893 cites W2152783903 @default.
• W2755811893 cites W2155079288 @default.
• W2755811893 cites W2161981853 @default.
• W2755811893 cites W2164582703 @default.
• W2755811893 cites W2166688241 @default.
• W2755811893 cites W2167188767 @default.
• W2755811893 cites W2194056515 @default.
• W2755811893 cites W2276319561 @default.
• W2755811893 cites W2312350535 @default.
• W2755811893 cites W2312471787 @default.
• W2755811893 cites W2313868351 @default.
• W2755811893 cites W2321241663 @default.
• W2755811893 cites W2331143962 @default.
• W2755811893 cites W2336052150 @default.
• W2755811893 cites W2339422331 @default.
• W2755811893 cites W2406984816 @default.
• W2755811893 cites W2410459058 @default.
• W2755811893 cites W2467347565 @default.
• W2755811893 cites W2518057165 @default.
• W2755811893 cites W2518653010 @default.
• W2755811893 cites W255448526 @default.
• W2755811893 cites W2561975506 @default.
• W2755811893 cites W2592648413 @default.
• W2755811893 cites W2597727278 @default.
• W2755811893 cites W2950626203 @default.
• W2755811893 cites W2953198030 @default.
• W2755811893 cites W4211033118 @default.

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