The Spectroscopy, Photophysics and Photochemistry of Anilines

Yang, Jye‐Shane

doi:10.1002/9780470682531.pat0396

Patai's Chemistry of Functional Groups 2009

DOI: 10.1002/9780470682531.pat0396

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The Spectroscopy, Photophysics and Photochemistry of Anilines

Jye‐Shane Yang

Abstract: Introduction Spectroscopy and Photophysics Photochemistry

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2013

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Cited by 2 publications

References 231 publications

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Photophysical Properties of Endohedral Amine-Functionalized Bis(phosphine) Pt(II) Complexes as Models for Emissive Metallacycles

et al. 2013

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The photophysical properties of bis(phosphine) Pt(II) complexes constructed from 2,6-bis(pyrid-3-ylethynyl) aniline and 2,6-bis(pyrid-4-ylethynyl) aniline vary significantly, even though the complexes differ only in the position of the coordinating nitrogen. By capping the ligands with an aryl bis(phosphine) Pt(II) metal acceptor, the photophysical properties of the two isomeric systems were directly compared, revealing that the low-energy absorption and emission bands of the two systems were separated by 30 nm (1804 cm(-1)) and 39 nm (1692 cm(-1)), respectively. From the analysis of time-dependent density functional (TD-DFT) calculations and excited-state lifetime measurements, it was determined that the nature of the Pt-N bond in the HOMO and the sums of the radiative (k(rad)) and nonradiative (k(nr)) rate constants were significantly different in the two systems. As the dominant nonradiative decay pathway in aniline systems is relaxation from the triplet state through intersystem crossing (ISC), the difference in k(nr) can be ascribed to changes in ISC between isomers of the bis(phosphine) Pt(II)-capped 2,6-bis(pyrid-3-ylethynyl) aniline system. It was also determined that the photophysical properties of these capped systems can be altered by functionalizing the aryl capping ligand on the bis(phosphine) Pt(II) metal center, which perturbs the molecular orbitals involved in the observed optical transitions. In addition, an isoelectronic bis(phosphine) Pd(II)-capped system was prepared for comparison with the bis(phosphine) Pt(II) suite of complexes. The Pd(II) system showed significant changes in its low-energy absorption band, but preserved the characteristic emissive properties of its Pt(II) analogue with an even higher quantum yield.

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Photophysical Properties of Endohedral Amine-Functionalized Bis(phosphine) Pt(II) Complexes as Models for Emissive Metallacycles

et al. 2013

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Tunable Visible Light Emission of Self-Assembled Rhomboidal Metallacycles

et al. 2013

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Supramolecular coordination complexes (SCCs) have been proposed for applications necessitating photon emitting properties; however, two critical characteristics, facile tunability and high emission quantum yields, have yet to be demonstrated on SCC platforms. Herein, a series of functionalized D2h [D2A2] rhomboids (D = 2,6-bis(4-ethynylpyridine)aniline-based ligands; A = 2,9-bis[trans-Pt(PEt3)2NO3]phenanthrene) is described with emission wavelengths spanning the visible region (λmax = 476-581 nm). Tuning was achieved by simple functional group modifications para to the aniline amine on the donor building block. Steady-state absorption and emission profiles were obtained for each system and are discussed. When the Hammett σ(para) constants for the functional groups para to the aniline amine were plotted versus the wavenumber (cm(-1)) for the λmax of the emission profile, a linear relationship was observed. By utilizing this relationship, the emission wavelength of a given rhomboid can be predetermined on the basis of the Hammett constant of the functionality employed on the donor precursor. This range of visible light emission for a suite of simple rhomboids along with the predictive nature of the wavelength of emission is unprecedented for these types of systems.

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The Spectroscopy, Photophysics and Photochemistry of Anilines

Abstract: Introduction Spectroscopy and Photophysics Photochemistry

Cited by 2 publications

References 231 publications

Photophysical Properties of Endohedral Amine-Functionalized Bis(phosphine) Pt(II) Complexes as Models for Emissive Metallacycles

Photophysical Properties of Endohedral Amine-Functionalized Bis(phosphine) Pt(II) Complexes as Models for Emissive Metallacycles

Tunable Visible Light Emission of Self-Assembled Rhomboidal Metallacycles

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