Molecular Shape Recognition by Using a Switchable Luminescent Nonporous Molecular Crystal

Imoto, Hiroaki; Tanaka, Susumu; Kato, Tomokazu; Yumura, Takashi; Watase, Seiji; Matsukawa, Kimihiro; Naka, Kensuke

doi:10.1021/acs.organomet.6b00614

Cited by 20 publications

(8 citation statements)

References 30 publications

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“…The PL maxima and the PXRD patterns were identical to those of the corresponding phases in each cycle. Typical nonporous molecular crystals (NMCs) need to dry in a vacuum or upon heating or immerse to the liquids of solvents in order to recycle the materials [43] . In contrast, the PPB crystals can be recycled only using the vapors of VOCs under ambient condition.…”

Section: Resultsmentioning

confidence: 99%

“…Typical nonporous molecular crystals (NMCs) need to dry in a vacuum or upon heating or immerse to the liquids of solvents in order to recycle the materials. [43] In contrast, the PPB crystals can be recycled only using the vapors of VOCs under ambient condition. It should be mentioned that the weak emission band was observed in the shorter wavelength region (400-450 nm) after the treatments with hexane even for 48 h. This result indicates that the small amount of Phase B would remain in the hexane-fumed sample.…”

Section: Chemistry-a European Journalmentioning

confidence: 99%

“…For example, dimethoxy‐substituted difluoroboron avobenzone exhibits polymorphs resulted from the existence of the syn–anti rotational conformers originating from the different mutual orientations of the two methoxy groups [40] . Some studies have reported similar conformational flexibility of other NMCs, for example, other difluoroboron azobenzones, [41,42] a platinum complex of 9‐phenyl‐9‐arsafluorene, [43] and a gallium β‐diketiminate complex [44] . However, there is a limited number of reports on completely reversible vapochromism of luminescent NMCs without the harsh conditions in their recycling process, [43] probably because tight crystal structures could hamper the flips between conformers.…”

Section: Introductionmentioning

confidence: 99%

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Reversible Vapochromic Luminescence Accompanied by Planar Half‐Chair Conformational Change of a Propeller‐Shaped Boron β‐Diketiminate Complex

Ito

Yaegashi

Tanaka

et al. 2021

Chemistry A European J

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Leakage of volatile organic compounds (VOCs) is one of the most severe industrial problems, because it can cause environmental pollution, global warming, fire, and explosion. Hence, the visualization of leakage is an essential technology to detect it at an early stage. Molecular crystals, fluorescence color of which can be changed by the exposure to VOCs could potentially serve as the sensing materials for realizing rapid and facile VOC detection. However, these materials usually require harsh conditions, such as heating or a vacuum, to recover their initial phases for reuse. Therefore, it remains a challenge to obtain completely reversible sensing systems without such energy-consuming recycling processes.Herein, the reversible color change of fluorescence from the crystals of a propeller-shaped boron β-diketiminate complex is reported. The complex was crystallized in distinct crystalline phases having different luminescent colors. Importantly, these phases were interconverted very rapidly (time constant < 60 s) and repeatedly upon exposure to the vapors of the appropriate VOCs. The small energy differences between conformers of the complex could lead to this pseudopolymorphic behavior. This finding could be applied for the development of further eco-friendly reversible sensing materials based on four-coordinated boron complexes.

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Section: Resultsmentioning

confidence: 99%

Section: Chemistry-a European Journalmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Reversible Vapochromic Luminescence Accompanied by Planar Half‐Chair Conformational Change of a Propeller‐Shaped Boron β‐Diketiminate Complex

Ito

Yaegashi

Tanaka

et al. 2021

Chemistry A European J

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“…The emission efficiency of the trans complexes id highly dependent on the ligands, including arsafluorenes and halogens (Figure 1), whereas no cis Crystals of the platinum dibromide complex with 7b, trans-[PtBr 2 (7b) 2 ], showed unique molecular recognition;t he complex forms an onporous molecular crystal (NMC), which hasn o molecular-level one-dimensional channels in the crystalline structure. [62] The NMC obtained from PhCl exhibited no emission, whereas those from dichloromethane/methanol were intensely emissive. The nonemissive NMC contained chlorobenzene molecules, which might be quenchers of the emission.…”

Section: Arsafluorenesmentioning

confidence: 99%

“…Crystals of the platinum dibromide complex with 7 b , trans ‐[PtBr 2 ( 7 b ) 2 ], showed unique molecular recognition; the complex forms a nonporous molecular crystal (NMC), which has no molecular‐level one‐dimensional channels in the crystalline structure . The NMC obtained from PhCl exhibited no emission, whereas those from dichloromethane/methanol were intensely emissive.…”

Section: π‐Conjugated Moleculesmentioning

confidence: 99%

The Dawn of Functional Organoarsenic Chemistry

Imoto

Naka

2018

Chemistry A European J

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Organoarsenic chemistry was actively studied until the middle of 20th century. Although various properties of organoarsenic compounds have been computationally predicted, for example, frontier orbital levels, aromaticity, and inversion energies, serious concern to the danger of their synthetic processes has restricted experimental studies. Conventional synthetic routes require volatile and toxic arsenic precursors. Recently, nonvolatile intermediate transformation (NIT) methods have been developed to safely access functional organoarsenic compounds. Important intermediates in the NIT methods are cyclooligoarsines, which are prepared from nonvolatile inorganic precursors. In particular, the new approach has realized experimental studies on conjugated arsenic compounds: arsole derivatives. The elucidation of their intrinsic properties has triggered studies on functional organoarsenic chemistry. As a result, various kinds of arsenic-containing π-conjugated molecules and polymers have been reported for the last few years. In this minireview, progress of this recently invigorated field is overviewed.

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Stimuli‐Responsive Emission of Dinuclear Rhombic Copper(I) Iodide Complexes Having Triphenylarsine and N‐Heteroaromatic Co‐Ligands

2020

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Copper(I) iodide complexes of triphenylarsine with a series of N‐heteroaromatic co‐ligands, i.e., pyridine, 2‐picoline, 2,6‐lutidine, and quinoline, were synthesized. The structures of the complexes were analyzed by X‐ray crystallography, which revealed that they adopted dinuclear rhombic structures. It was found that the arsenic atom effectively worked for forming shorter cuprophilic interaction when compared with the corresponding triphenylphosphine complex. The N‐heteroaromatic co‐ligand highly affected Cu–Cu interactions, denoted as cuprophilic interactions, as well as emission behaviors. In addition, the emission color and/or efficiency were altered by thermal and mechanical stimuli, and the responsiveness was dependent on the complex structure.

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Molecular Shape Recognition by Using a Switchable Luminescent Nonporous Molecular Crystal

Cited by 20 publications

References 30 publications

Reversible Vapochromic Luminescence Accompanied by Planar Half‐Chair Conformational Change of a Propeller‐Shaped Boron β‐Diketiminate Complex

Reversible Vapochromic Luminescence Accompanied by Planar Half‐Chair Conformational Change of a Propeller‐Shaped Boron β‐Diketiminate Complex

The Dawn of Functional Organoarsenic Chemistry

Stimuli‐Responsive Emission of Dinuclear Rhombic Copper(I) Iodide Complexes Having Triphenylarsine and N‐Heteroaromatic Co‐Ligands

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