Phosphorescence of polynuclear aromatic hydrocarbons in heptakis(6-bromo-6-deoxy-.beta.-cylcodextrin)

Femia, Robert A.; Love, L. J. Cline.

doi:10.1021/j100256a017

Cited by 27 publications

(10 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Under deoxygenated solvent conditions, CDs can enhance the room temperature phosphorescence (RTP) of various compounds such as 6-bromo-2-naphthol derivatives [8][9][10][11], polynuclear aromatic hydrocarbons [12,13], or acid-base indicators such as neutral red [14]. In the case of some exceptional, well-protected complexes strong RTP signals can even be observed without deoxygenation [15].…”

Section: Introductionmentioning

confidence: 99%

Enantioselective detection of chiral phosphorescent analytes in cyclodextrin complexes

García-Ruiz

Scholtes

Ariese

et al. 2005

Talanta

View full text Add to dashboard Cite

Inclusion complexes between camphorquinone (CQ) and cyclodextrins (CDs) in deoxygenated aqueous solutions are shown to exhibit relatively strong room temperature phosphorescence (RTP). Among the various CDs tested, ␣-CD showed the strongest RTP signals. Interestingly, these signals differed significantly for the two enantiomers of CQ; the phosphorescence lifetime of (+)-CQ was about four times longer than that of (−)-CQ, being 352 ± 16 and 89 ± 6 s, respectively. This enantiomeric selectivity is attributed to a difference in dissociation rates (competing with the radiative emission process) for the diastereoisomeric inclusion complexes dealt with, which have a 2:1 stoichiometry (␣-CD:CQ:␣-CD). Time-resolved RTP detection using different delay times enables the determination of the two enantiomers in a mixture without involving a separation technique. The minimum detectable fraction of (+)-CQ in a 2 mM sample was 13%.

show abstract

Section: Introductionmentioning

confidence: 99%

Enantioselective detection of chiral phosphorescent analytes in cyclodextrin complexes

García-Ruiz

Scholtes

Ariese

et al. 2005

Talanta

View full text Add to dashboard Cite

show abstract

“…RTP spectroscopic data obtained with the IQC [6]/CB [7] complex, whose emissioni ntensityi n an on-acidic mediumw as feeblish (SI, Figure S3), wasr oughly similar to the spectrogram acquired with IQC [5] at the same concentration. Herein, IQC [5] was selected for its most proper length of the aliphatic substituent.…”

Section: Resultsmentioning

confidence: 57%

“…1 HNMR,a bsorption, fluorescence, and circular dirchroism spectroscopies are usually employed to encodet he conformation changes of molecular shuttles. [5] Room-temperature phosphorescence induced by cyclodextrin (CD-RTP), firstly introduced by Turro et al [6] and used as au seful method to acquire optical signal, possesss everal merits such as longerl uminescence lifetime, less influence from short-lived fluorescencea nd scattering light, superior selectivity and obvious Stokes' shift. [7] Several phosphor/CD systems have been recently discovered, exhibitinga pplication potentials in numerousf ields including molecular switches, [8] logic gates, [9] luminescence materials, [10] and so forth.…”

Section: Introductionmentioning

confidence: 99%

A Cucurbit[7]uril Based Molecular Shuttle Encoded by Visible Room‐Temperature Phosphorescence

Gong

Chen

et al. 2015

ChemPhysChem

View full text Add to dashboard Cite

A visible room-temperature phosphorescence (RTP) signal, generated by complexation of cururbit[7]uril (CB[7]) and bromo-substituted isoquinoline in aqueous solution, is employed to address the shuttling of a pH-controlling molecular shuttle fabricated by CB[7] and a phosphor 6-bromoisoquinoline derivative IQC[5]. The CB[7] host shuttles along the axial guest under acidic conditions, accompanied by a weak RTP emission signal, while deprotonation of the guest IQC[5] makes the CB[7] wheel locate on the phosphor group, leading to intense RTP emission. The switching RTP emission of the molecular shuttle, via pH adjusting, can be visibly identified by the naked eye. This is the first CB-based molecular shuttle with an RTP signal as the output address of its shuttling and conformation.

show abstract

“…Femia and Cline Love [85] were the first in using a modified cyclodextrin, heptakis(6-bromo-6-deoxi-β-CD), in order to obtain RTP from several polynuclear aromatic hydrocarbons, such as acenaphthene, dibenzofuran, dibenzothiophene, fluorene, naphthalene, phenanthrene and pyrene (with no heavy atoms in their structures). Appreciable phosphorescence only occurs when the lumiphor is shielded from quenchers by the cyclodextrin torus and are within the realm of influence of heavy atoms.…”

Section: Dossiermentioning

confidence: 99%

Room temperature phosphorescence in cyclodextrins. Analytical applications

Peña¹,

Mahedero²,

Sánchez³

2000

Analusis

View full text Add to dashboard Cite

Surfactants which form micelles and cyclodextrins are two of the most common forms of organized media. Surfactants are known for their ability to self-assemble in water and/or organic solvents and form normal/reverse micelles above the critical micelle concentration (CMC). Micellar solubilization in surfactant solutions has been widely exploited in analytical chemistry. The formation of inclusion compounds, by using cyclodextrins as hosts, has been also frequently used to enhance the analytical responses of analytes by incorporation of guest molecules into the cyclodextrins hydrophobic cavity [1].The first observation of room temperature phosphorescence (RTP), using a microscopically organized media, used sodium dodecylsulfate (SDS) micelles in the presence of tallium [2]. Since then, several media have been investigated to stabilize the triplet-state in fluid solution at room temperature. Normal micelles, mainly sodium dodecylsulfate [3][4][5][6], cetyltrimethylammonium bromide (CTB) [7][8][9] and Triton X-100 [10] micelles, have been used in RTP analytical applications. As an alternative to the use of normal micelles, microemulsions, formed in heptane-SDS-1-pentanol, have been also reported for RTP obtention [11][12][13][14].Cyclodextrins (CDs) can form complexes with phosphors and heavy atom containing additives and these host-guest aggregates serve to populate and stabilize the fragile tripletstate, producing characteristic room temperature phosphorescence. These inclusion complexes induce an intense phosphorescence emission which is partially insensitive to Cyclodextrins are composed of D-glucose residues joined by α(1→4) linkages. α-, β-and γ-CDs, which are made up of six, seven and eight D-glucose residues, are the most common members of a CD family. These CDs are shaped like a truncated cone with a hollow, hydrophobic cavity in which a hydrophobic guest can be incorporated.Molecular encapsulation by means of molecular inclusion complex formation offers a new approach in analytical chemistry. Generally, the inclusion complex involves the spatial entrapment of a single guest molecule in the cavity of the host molecule, without the formation of any covalent bonds. Cyclodextrins, cyclic non-reducing oligosaccharides, have been extensively used to obtain these inclusion complexes. In particular, many studies have focused on the ability of CDs to include guests of varying sizes in different stoichiometric ratios and several analytical applications of these complexes have been reported [15][16][17][18][19][20][21][22][23][24][25][26][27][28][29][30].It is well documented that, depending upon the host CD (i.e. α-, β-or γ-CD) and the size of the guest, different

show abstract

Phosphorescence of polynuclear aromatic hydrocarbons in heptakis(6-bromo-6-deoxy-.beta.-cylcodextrin)

Cited by 27 publications

References 0 publications

Enantioselective detection of chiral phosphorescent analytes in cyclodextrin complexes

Enantioselective detection of chiral phosphorescent analytes in cyclodextrin complexes

A Cucurbit[7]uril Based Molecular Shuttle Encoded by Visible Room‐Temperature Phosphorescence

Room temperature phosphorescence in cyclodextrins. Analytical applications

Contact Info

Product

Resources

About