Structural interrogation of a cucurbit[7]uril-ferrocene host–guest complex in the solid state: a Raman spectroscopy study

Chen, Yuan; Klimczak, Agnieszka; Galoppini, Elena; Lockard, Jenny V.

doi:10.1039/c2ra21584e

Cited by 34 publications

(37 citation statements)

References 44 publications

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“…Figure 3s hows the Raman and SERS spectra of CB [7] under variousc onditions. The representativeR amans pectrum of CB [7] is shown as curve ai nF igure 3A.T he 827 cm À1 Raman mode that is assigned to ring deformation, [22] dramatically decreaseda fter binding onto AuNPs( curve bi nF igure 3A). This is likely due to an orientation change of CB [7].T he 1736 cm À1 Raman mode that is assigned to the stretching of C=Od isappeared after CB [7] wasg rafted ontoA uNPs because of its involvement in binding.…”

Section: Resultsmentioning

confidence: 99%

Construction of a Graphene/Au‐Nanoparticles/Cucurbit[7]uril‐Based Sensor for Pb²⁺ Sensing

Shi

Zhang

et al. 2016

Chemistry A European J

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The development of highly sensitive and selective methods for the detection of lead ion (Pb(2+)) is of great scientific importance. In this work, we develop a new surface-enhanced Raman scattering (SERS)-based sensor for the selective trace measurement of Pb(2+). The SERS-based sensor is assembled from gold nanoparticles (AuNPs) and graphene using cucurbit[7]uril (CB[7]) as a precise molecular glue and a local SERS reporter. Upon the addition of Pb(2+), CB[7] forms stronger complexes with Pb(2+) and desorbs from AuNPs, resulting in a sensitive "turn-off" of SERS signals. This SERS-based assay shows a limit of detection (LOD) of 0.3 nm and a linear detection range from 1 nm to 0.3 μm for Pb(2+). The feasibility of the assay is further demonstrated by probing Pb(2+) in real water samples. This SERS-based analytical method is highly sensitive and selective, and therefore holds promising applications in environmental analysis.

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Section: Resultsmentioning

confidence: 99%

Construction of a Graphene/Au‐Nanoparticles/Cucurbit[7]uril‐Based Sensor for Pb²⁺ Sensing

Shi

Zhang

et al. 2016

Chemistry A European J

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“…We thought that the addition of a second ammonium unit to the ferrocene unit in F3, which can interact with the other portal of CB [7], would further increase the affinity of the guest to CB [7]. 51 The Raman spectra of ferrocene@CB [7] showed significant frequency shifts of specific vibrational modes localized on different parts of the complex due to the structural and electronic interactions between the host and guest components, which confirmed the presence of the ferrocene moiety inside the CB [7] cavity. 42 The X-ray crystal structure shows that each of the trimethylammoniomethyl arms protrudes through the CB [7] cavity and consequently the dicationic ferrocene guest resides inside CB [7] symmetrically.…”

Section: High-affinity Cb[7]-ferrocene Complexesmentioning

confidence: 99%

“…In general, CB[6] forms very stable complexes with protonated diaminoalkanes whereas CB[7] forms 1:1 complexes with larger guest molecules including ferrocene (and cobalotocene),26,[40][41][42]46,51 adamantane, 41,43 diamantane, His current research focuses on the development of novel supramolecular materials and exploring their applications.…”

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Can we beat the biotin–avidin pair?: cucurbit[7]uril-based ultrahigh affinity host–guest complexes and their applications

et al. 2015

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The design of synthetic, monovalent host-guest molecular recognition pairs is still challenging and of particular interest to inquire into the limits of the affinity that can be achieved with designed systems. In this regard, cucurbit[7]uril (CB[7]), an important member of the host family cucurbit[n]uril (CB[n], n = 5-8, 10, 14), has attracted much attention because of its ability to form ultra-stable complexes with multiple guests. The strong hydrophobic effect between the host cavity and guests, ion-dipole and dipole-dipole interactions of guests with CB portals helps in cooperative and multiple noncovalent interactions that are essential for realizing such strong complexations. These highly selective, strong yet dynamic interactions can be exploited in many applications including affinity chromatography, biomolecule immobilization, protein isolation, biological catalysis, and sensor technologies. In this review, we summarize the progress in the development of high affinity guests for CB[7], factors affecting the stability of complexes, theoretical insights, and the utility of these high affinity pairs in different challenging applications.

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“…( Figure 1C). The Raman spectra suggest that the distortion modes of CB [6] at 443 cm -1 , which involve deformation of the cavity, [13] exhibit red shifts of 1, 3, 5 and 7 cm -1 for C5, C6, C7 and C8, respectively ( Figure 1D), and the reduced force constants for this mode reflect an expansion of the macrocycle with increasing guest length, [14] which was further confirmed by red shifts of the ureido carbonyl modes in the FTIR spectra ( Figures S20 and S21).…”

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An Insight into Adaptive Deformation of Rigid Cucurbit[6]uril Host in Symmetric [2]Pseudorotaxanes

Mei

et al. 2018

Eur J Org Chem

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We here report for the first time on the guest‐dependent structural deformation of a symmetrical rigid cucurbit[6]uril (CB[6]) host in symmetrically well‐defined supramolecular entities, that is, [2]pseudorotaxanes of different sizes, which is proved by NMR, infrared (IR) and Raman spectroscopies, and single‐crystal analysis, to be an adaptive response of the macrocyclic host to bipyridinium guests with varying axles. Detailed analyses by quantum‐mechanical (QM) calculations on this adaptive supramolecular systems provide an insight into the intrinsic nature of underlying host–guest interactions for adaptive response of CB[6] host, which reveal that the deformation for [2]pseudorotaxane with a shorter pentamethylene (C5) axle is largely attributed to the strong orbital interactions between CB[6] and guests, while those for [2]pseudorotaxane longer axles are mainly dispersion interactions.

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Structural interrogation of a cucurbit[7]uril-ferrocene host–guest complex in the solid state: a Raman spectroscopy study

Cited by 34 publications

References 44 publications

Construction of a Graphene/Au‐Nanoparticles/Cucurbit[7]uril‐Based Sensor for Pb²⁺ Sensing

Construction of a Graphene/Au‐Nanoparticles/Cucurbit[7]uril‐Based Sensor for Pb²⁺ Sensing

Can we beat the biotin–avidin pair?: cucurbit[7]uril-based ultrahigh affinity host–guest complexes and their applications

An Insight into Adaptive Deformation of Rigid Cucurbit[6]uril Host in Symmetric [2]Pseudorotaxanes

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Structural interrogation of a cucurbit[7]uril-ferrocene host–guest complex in the solid state: a Raman spectroscopy study

Cited by 34 publications

References 44 publications

Construction of a Graphene/Au‐Nanoparticles/Cucurbit[7]uril‐Based Sensor for Pb2+ Sensing

Construction of a Graphene/Au‐Nanoparticles/Cucurbit[7]uril‐Based Sensor for Pb2+ Sensing

Can we beat the biotin–avidin pair?: cucurbit[7]uril-based ultrahigh affinity host–guest complexes and their applications

An Insight into Adaptive Deformation of Rigid Cucurbit[6]uril Host in Symmetric [2]Pseudorotaxanes

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Construction of a Graphene/Au‐Nanoparticles/Cucurbit[7]uril‐Based Sensor for Pb²⁺ Sensing

Construction of a Graphene/Au‐Nanoparticles/Cucurbit[7]uril‐Based Sensor for Pb²⁺ Sensing