BODIPY-ortho-carborane-tetraphenylethylene triad: synthesis, characterization, and properties

Ilgin Nar; Armagan Atsay; Ali Buyruk; Hande Pekbelgin Karaoğlu; Ayfer Kalkan Burat; Esin Hamuryudan

doi:10.1039/C9NJ00177H

BODIPY-ortho-carborane-tetraphenylethylene triad: synthesis, characterization, and properties

Ilgin Nar^*, Armagan Atsay, Ali Buyruk, Hande Pekbelgin Karaoğlu, Ayfer Kalkan Burat, Esin Hamuryudan

^*Corresponding author for this work

Department of Chemistry

Istanbul Technical University

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

Abstract

Two new compounds, BODIPY-tetraphenylethylene dyad and BODIPY-o-carborane-tetraphenylethylene triad, were designed and synthesized. This molecular dyad and triad have been characterized by using various spectroscopic methods, including FT-IR, mass, UV-visible absorption and fluorescence emission spectroscopy, and one and two-dimensional homo- and hetero-correlated NMR spectroscopy. Photophysical properties, as well as solvatochromic and aggregation-induced emission (AIE) behavior, have been investigated. Single-crystal X-ray diffraction analysis has unambiguously revealed their structure and provides an explanation for the absence of AIE character. The redox properties showed that an o-carborane addition increased the reduction potential and shifted the oxidation potential to the positive site.

Original language	English
Pages (from-to)	4471-4476
Number of pages	6
Journal	New Journal of Chemistry
Volume	43
Issue number	11
DOIs	https://doi.org/10.1039/C9NJ00177H
Publication status	Published - 2019

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Publisher Copyright:
© The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

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abstract = "Two new compounds, BODIPY-tetraphenylethylene dyad and BODIPY-o-carborane-tetraphenylethylene triad, were designed and synthesized. This molecular dyad and triad have been characterized by using various spectroscopic methods, including FT-IR, mass, UV-visible absorption and fluorescence emission spectroscopy, and one and two-dimensional homo- and hetero-correlated NMR spectroscopy. Photophysical properties, as well as solvatochromic and aggregation-induced emission (AIE) behavior, have been investigated. Single-crystal X-ray diffraction analysis has unambiguously revealed their structure and provides an explanation for the absence of AIE character. The redox properties showed that an o-carborane addition increased the reduction potential and shifted the oxidation potential to the positive site.",

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T2 - synthesis, characterization, and properties

AU - Nar, Ilgin

AU - Atsay, Armagan

AU - Buyruk, Ali

AU - Pekbelgin Karaoğlu, Hande

AU - Burat, Ayfer Kalkan

AU - Hamuryudan, Esin

PY - 2019

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N2 - Two new compounds, BODIPY-tetraphenylethylene dyad and BODIPY-o-carborane-tetraphenylethylene triad, were designed and synthesized. This molecular dyad and triad have been characterized by using various spectroscopic methods, including FT-IR, mass, UV-visible absorption and fluorescence emission spectroscopy, and one and two-dimensional homo- and hetero-correlated NMR spectroscopy. Photophysical properties, as well as solvatochromic and aggregation-induced emission (AIE) behavior, have been investigated. Single-crystal X-ray diffraction analysis has unambiguously revealed their structure and provides an explanation for the absence of AIE character. The redox properties showed that an o-carborane addition increased the reduction potential and shifted the oxidation potential to the positive site.

AB - Two new compounds, BODIPY-tetraphenylethylene dyad and BODIPY-o-carborane-tetraphenylethylene triad, were designed and synthesized. This molecular dyad and triad have been characterized by using various spectroscopic methods, including FT-IR, mass, UV-visible absorption and fluorescence emission spectroscopy, and one and two-dimensional homo- and hetero-correlated NMR spectroscopy. Photophysical properties, as well as solvatochromic and aggregation-induced emission (AIE) behavior, have been investigated. Single-crystal X-ray diffraction analysis has unambiguously revealed their structure and provides an explanation for the absence of AIE character. The redox properties showed that an o-carborane addition increased the reduction potential and shifted the oxidation potential to the positive site.

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BODIPY-ortho-carborane-tetraphenylethylene triad: synthesis, characterization, and properties

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