Synthesis, Light Emission, Nanoaggregation, and Restricted Intramolecular Rotation of 1,1-Substituted 2,3,4,5-Tetraphenylsiloles

Junwu Chen; Charles Chi Wang Law; Jacky W. Y. Lam; Yuping Dong; S.M.F. Lo; Ian D. Williams; Daoben Zhu; Ben Zhong Tang

doi:10.1021/cm021715z

Abstract

A series of ten 2,3,4,5-tetraphenylsiloles with different 1,1-substituents [XYSi(CPh)(4)] were prepared, and three of these, i.e., 1,1,2,3,4,5-hexaphenylsilole [X = Y = Ph (3)], 1-ethynyl-1,2,3,4,5-pentaphenylsilole [X = Ph, Y = CdropCH (15)], and 1,1-bis(phenylethynyl)-2,3,4,5-tetraphenylsilole [X = Y = CdropCPh (18)], were characterized crystallographically. The ground-and excited-states of the siloles were influenced by the inductive effect of the 1,1-substituents: with an increase in their electronegativity, the absorption and emission spectra of the siloles bathochromically shifted. A simple and reliable TLC-based method was developed for measurement of the solid-state luminescence spectra of the siloles. When molecularly dissolved in common solvents at room temperature, all the siloles were practically nonemissive (''off''). When poor solvents were added, the silole molecules clustered into nanoaggregates, which turned the emission \\

Keywords

Intramolecular forcePhotoluminescenceElectronegativityExcited stateLuminescenceChemistryAbsorption (acoustics)Emission spectrumAggregation-induced emissionMoleculePhotochemistryAbsorption spectroscopySpectral lineMaterials scienceStereochemistryOrganic chemistryFluorescence

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Publication Info

Year: 2003
Type: article
Volume: 15
Issue: 7
Pages: 1535-1546
Citations: 1173
Access: Closed

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APA Style

                            
                                
                                    Junwu Chen, 
                                
                                    Charles Chi Wang Law, 
                                
                                    Jacky W. Y. Lam
                                
                                et al.
                            
                            (2003). 
                            Synthesis, Light Emission, Nanoaggregation, and Restricted Intramolecular Rotation of 1,1-Substituted 2,3,4,5-Tetraphenylsiloles. 
                            Chemistry of Materials
                            , 15
                            (7)
                            , 1535-1546.
                            https://doi.org/10.1021/cm021715z
                        

Identifiers

DOI: 10.1021/cm021715z

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Data completeness: 77%