2022
DOI: 10.1039/d2sc00952h
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CPL on/off control of an assembled system by water soluble macrocyclic chiral sources with planar chirality

Abstract: Herein, we report the synthesis and planar chiral properties of a pair of water-soluble cationic pillar[5]arenes with stereogenic carbons. Interestingly, although units of the molecules were rotatable, only one planar...

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Cited by 30 publications
(18 citation statements)
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“…Interestingly, these chiral chromophores are CPL active in water (glum = 6.610 -4 ); small organic molecules that show CPL responses in water are scarce and could be considered as interesting building blocks for biologically relevant applications that require aqueous solubility. [29][30][31][32] On the other hand, CPL stimuli-responsive materials are of great interest due to their possible incorporation in security technologies and their potential application as smart CPL sensors. [33][34][35][36][37]…”
Section: Accepted Manuscriptmentioning
confidence: 99%
“…Interestingly, these chiral chromophores are CPL active in water (glum = 6.610 -4 ); small organic molecules that show CPL responses in water are scarce and could be considered as interesting building blocks for biologically relevant applications that require aqueous solubility. [29][30][31][32] On the other hand, CPL stimuli-responsive materials are of great interest due to their possible incorporation in security technologies and their potential application as smart CPL sensors. [33][34][35][36][37]…”
Section: Accepted Manuscriptmentioning
confidence: 99%
“…Pillar [5]arene S-Br was synthesized in 12% yield by cyclization of paraformaldehyde and a monomer with S-stereogenic carbons and bromide groups on two sides in the presence of BF 3 •Et 2 O in 1,2-dichloroethane (Scheme S1). 31 Treating S-Br with LiCl and KI gave pillar [5]arenes S-Cl and S-I, respectively (Schemes S2 and S3). 32,33 S-Me was synthesized according to our previous report.…”
Section: ■ Introductionmentioning
confidence: 99%
“…Advancing the construction of novel chiral systems exhibiting circularly polarized luminescence (CPL) has attracted increasingly significant attention from researchers owing to their widespread application in chemical sensors, biological probes, organic optoelectronic devices, and security inks. [1][2][3][4][5][6] Generally, simple CPL-active organic molecules include those based on helicene, [7][8][9][10][11][12] helical structures, [13][14][15] binaphthyl, [16][17][18][19] cyclophane, [20][21][22][23] chiral macrocycles, 24,25 molecular assemblies, [26][27][28][29][30][31] and coordination-based complexes. 6 This is attributed to their definite and diverse structures with good solubility and availability to modify the structures by replacing various substituents.…”
Section: Introductionmentioning
confidence: 99%