2022
DOI: 10.1039/d1cc06561k
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Synthetic chiral molecular nanographenes: the key figure of the racemization barrier

Abstract: Chirality is one of the most intriguing concepts of chemistry, involving living systems and, more recently, materials science. In particular, the bottom-up synthesis of molecular nanographenes endowed with one or...

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Cited by 59 publications
(54 citation statements)
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References 130 publications
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“…This could be due to steric hindrance and possibly formed stable radical cation species, [30] being reminiscent of previous observations during oxidative cyclodehydrogenation of dendritic PPs larger than PP 2 [19] . Notably, solution‐based synthesis of large NGs with up to 258 sp 2 carbons has been recently reported, [31] albeit non‐planarity is implanted into the molecular structure [32–34] . This can be an alternative approach to overcome the size limit of the current NG synthesis, while the synthesis of giant planar NGs remains a distinct challenge.…”
Section: Figurementioning
confidence: 74%
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“…This could be due to steric hindrance and possibly formed stable radical cation species, [30] being reminiscent of previous observations during oxidative cyclodehydrogenation of dendritic PPs larger than PP 2 [19] . Notably, solution‐based synthesis of large NGs with up to 258 sp 2 carbons has been recently reported, [31] albeit non‐planarity is implanted into the molecular structure [32–34] . This can be an alternative approach to overcome the size limit of the current NG synthesis, while the synthesis of giant planar NGs remains a distinct challenge.…”
Section: Figurementioning
confidence: 74%
“…[19] Notably, solution-based synthesis of large NGs with up to 258 sp 2 carbons has been recently reported, [31] albeit non-planarity is implanted into the molecular structure. [32][33][34] This can be an alternative approach to overcome the size limit of the current NG synthesis, while the synthesis of giant planar NGs remains a distinct challenge.…”
mentioning
confidence: 99%
“…In recent years, the chiral induction on π-conjugated materials depends firmly upon an introduction of multiple helical motifs comprising consecutive ortho -fused benzene rings . Nevertheless, the racemization often happens due to their configurational flexibility . Moreover, most of the helical molecules exhibit chiroptical activity only in the ultraviolet (UV) region .…”
mentioning
confidence: 99%
“…12 Furthermore, curvature can also induce chirality into molecular nanographenes, thus showing chiroptical properties. 13 Actually, these domed molecular architectures have suitable geometries to host other chemical entities. 14 Concave–convex interactions between curved nanographenes and fullerenes are known to lead to supramolecular complexes with special interest as photoinduced electron transfer systems mimicking the photosynthetic process.…”
mentioning
confidence: 99%