2015
DOI: 10.1021/jacs.5b05698
|View full text |Cite|
|
Sign up to set email alerts
|

Chiral Conjugated Corrals

Abstract: We present here a new design motif for strained, conjugated macrocycles that incorporates two different aromatics into the cycle with an -A-B-A-B- pattern. In this study, we demonstrate the concept by alternating electron donors and acceptors in a conjugated cycle. The donor is a bithiophene, and the acceptor is a perylene diimide derivative. The macrocycle formed has a persistent elliptiform cavity that is lined with the sulfur atoms of the thiophenes and the π-faces of the perylene diimide. Due to the linkag… Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
1
1

Citation Types

3
125
0
6

Year Published

2015
2015
2021
2021

Publication Types

Select...
8

Relationship

0
8

Authors

Journals

citations
Cited by 111 publications
(134 citation statements)
references
References 51 publications
3
125
0
6
Order By: Relevance
“…Thep reviously presented synthetic strategies for the generation of [n]CPPs can also be applied for the synthesis of av ariety of other strained ring-shaped compounds.W hen substituted benzene rings (e.g.tetraphenylbenzene), polycyclic aromatic hydrocarbons (e.g.n aphthalene,p yrene,o r chrysene), or heteroarenes (e.g.p yridine, [44] thiophene, [45] anthraquinone, [46] carbazole, [47] or perylene diimide [48] )a re used in addition to benzene rings,C PP derivatives called "carbon nanorings" are obtained. Soon after the development of suitable synthetic methods for the generation of [n]CPPs by the groups of Jasti, Itami, and Yamago ( Figure 7), avariety of carbon nanorings were synthesized by these and other groups.…”
Section: Angewandte Chemiementioning
confidence: 99%
“…Thep reviously presented synthetic strategies for the generation of [n]CPPs can also be applied for the synthesis of av ariety of other strained ring-shaped compounds.W hen substituted benzene rings (e.g.tetraphenylbenzene), polycyclic aromatic hydrocarbons (e.g.n aphthalene,p yrene,o r chrysene), or heteroarenes (e.g.p yridine, [44] thiophene, [45] anthraquinone, [46] carbazole, [47] or perylene diimide [48] )a re used in addition to benzene rings,C PP derivatives called "carbon nanorings" are obtained. Soon after the development of suitable synthetic methods for the generation of [n]CPPs by the groups of Jasti, Itami, and Yamago ( Figure 7), avariety of carbon nanorings were synthesized by these and other groups.…”
Section: Angewandte Chemiementioning
confidence: 99%
“…Theconstruction of conjugated p-systems on unique hexagonal networks of sp 2 -hybridized carbon atoms has been demonstrated, producing nanocarbon models with discrete structures. [12][13][14] Synthetically,afew examples of pentagon-embedded nanohoops have been realized in forms of heteroaromatic curved p-systems, [15][16][17][18][19] but the incorporation of pentagons into the curved conjugated systems of cylinder-shaped molecules with sp 2 -carbon networks has not been achieved. [3,4] In contrast, odd-numbered polygonal rings, such as pentagons and heptagons,a re much less explored in nanocarbon structures.Although pentagons and/or heptagons were initially perceived as structural defects that distort the nanocarbon shapes, [5][6][7][8][9] recent theoretical investigations indicate that odd-numbered rings could also give rise to flat or curved nanocarbon sheets through anomalous periodic arrangements.F or instance,p entagon/heptagon-containing cylinders of sp 2 -carbon networks,s uch as pentaheptite and haeckelite (Figure 1), [10,11] have been proposed, and their unique conjugated systems with enhanced metallic character have been extensively discussed in the context of novel tubular nanocarbon materials.Avariety of cylinder-shaped nanocarbon structures are currently being exploited to dramatically expand the theoretical models of cylindershaped nanocarbons with odd-numbered rings.…”
mentioning
confidence: 99%
“…B. Pyridin, [44] Thiophen, [45] Anthrachinon, [46] Carbazol [47] oder Perylendiimid [48] )zusätzlich zu Benzolringen verwendet, lassen sich als "Kohlenstoffnanoringe"b ezeichnete CPP-Derivate erhalten. Werden substituierte Benzolringe (z.…”
Section: Armchair-kohlenstoffnanoringeunclassified