Recent advances in the synthesis of luminescent tetra-coordinated boron compounds

Abstract

Tetra-coordinated boron compounds offer a plethora of luminescent materials. Different chelation around the boron center (O,O-, N,C-, N,O-, & N,N-) have been explored to tune the electronic and photophysical properties...

Compact CPL emitters based on a [2.2]paracyclophane scaffold: recent developments and future perspectives

“…Boron diketonates constitute another class of compact organic compounds that have been widely employed in optoelectronics for the development of photoresponsive materials, OLEDs, organic field-effect transistors (OFETs), or sensory and biological imaging materials. [96][97][98][99][100][101] The design of original chiral versions of these luminophores is expected to prompt significant innovation in this field. Racemic [2.2]paracyclophane-based boron-b-diketonates have been described in the literature and showed promising aggregation induced emission and solvatochromic properties.…”

“…Boron diketonates constitute another class of compact organic compounds that have been widely employed in optoelectronics for the development of photoresponsive materials, OLEDs, organic field-effect transistors (OFETs), or sensory and biological imaging materials. 96–101 The design of original chiral versions of these luminophores is expected to prompt significant innovation in this field.…”

Unsymmetrical boron diketonates containing strong electron-donating groups as mechanochromic fluorescent solids

“…Their complexation with boron species gives rise to boron diketonates (BDK) which find many applications as photoluminescent dyes 1 in the fields of photoactive materials and biological imaging. [2][3][4][5][6] For example, they have been applied in optoelectronic materials such as OLEDs playing a role of emitters, [7][8][9] as luminescent liquid crystals, 10 as laser dyes, 7 or as photoswitches. 11 Extended πconjugated BDK can be used as two photon absorbing chromophores because complexation with boron makes diketones strong electron accepting groups suitable for the design of D-π-A or D-π-A-π-D dipolar or pseudo quadrupolar chromophores.…”

Internal B ← O Bond Facilitated Photo/Thermal Isomerization of Tetra-Coordinated Boranes

“…Boron-containing compounds have been demonstrated to be an important class of functional materials. Owing to the unique electron-deficient character and Lewis acidity of the boron atom, these types of compounds display a plethora of applications in numerous fields, including but not restricted to optoelectronic devices, − stimuli-responsive materials, − and catalysts. − In particular, several recent reports unveil that boron-based systems can undergo unusual molecular transformation under mild conditions, − opening a new avenue for the quantitative synthesis of functional boron heterocycles and thus attracting continuous research attention. − …”

“…In 2008, N∧C-chelate tetra-coordinated organoboranes, such as B­(ppy)­Mes 2 (ppy = 2-phenyl pyridine, Mes = mesityl), were found to display unique thermally reversible photoisomerization. From then on, consistent research effort from Wang, Wagner, Braunschweig, Jäkle, and Yamaguchi et al ,,− ,− has been given to not only expand the scope of photoactive organoboranes but also comprehensively understand their rare photoactive properties. For instance, diaryl chelate units were believed to be necessary for photochemical reactivity for a long time.…”