Boron-nitrogen compounds. 105. Boron derivatives of 3-methylpyrazole

Niedenzu, K.; Niedenzu, Philipp M.; Warner, K. R.

doi:10.1021/ic00204a041

Cited by 36 publications

(16 citation statements)

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“…These latter are scarce anyhow, and form readily only when the amido group is derived from a heterocyclic system, such as the anions of pyrrole, [42] indole, [43] pyrazole, [44,45] or dihydropyridine. [46] In these cases, the parent triaminoborane is comparatively Lewis-acidic.…”

Section: Discussionmentioning

confidence: 99%

Triaminoboranes and Their Metallation toN-Lithiotriaminoboranes

Braun¹,

Habereder²,

Nöth³

et al. 2002

Eur. J. Inorg. Chem.

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In order to study the competition between deprotonation, borate formation, and B−N bond cleavage, six triaminoboranes bearing 1−3 NH functions were treated with butyllithium. The 2-anilino-1,3,2-diazaborolidine 1 was cleanly deprotonated, but the resulting N-lithio compound could not be crystallized. However, as a result of slow hydrolysis, the lithium 2-oxido derivative 7 was isolated in low yield as a dimeric ether solvate. Double deprotonation of 2-(dimethylamino)-1,3,2-benzodiazaborolidine (9) was accompanied by B−N bond cleavage. The dilithio derivative reacted with Me 3 SiCl to produce 2-dimethylamino-1,3-bis(trimethylsilyl)-1,3,2-benzodiazaborolidine (11). Similarly, dianilino(diphenylamino)borane (2) was readily deprotonated to the insoluble dilithium compound. B−N bond cleavage also occurred, however, and the solvates Ph 2 NLi·dme (13) and Ph 2 NLi·2py (14) were isolated. These are dimeric, the former with a planar Li 2 N 2 ring, the latter possessing an N−Li−N−Li chain structure. Triply metallated trianilinoborane (15) crystallized as dimeric B(NLiPh) 3 ·LiCl·(OEt 2 ) 3 (15A). Treatment of trianilino-

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Section: Discussionmentioning

confidence: 99%

Triaminoboranes and Their Metallation toN-Lithiotriaminoboranes

Braun¹,

Habereder²,

Nöth³

et al. 2002

Eur. J. Inorg. Chem.

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“…The complexes Eu-1 and Eu-2 were synthesized by stirring sodium hydrotris(3-trifluoromethylpyrazolyl)borate (NaTp CF3 ) [12] or potassium hydrotris(3-methylpyrazolyl)borate (KTp CH3 ) [13] with EuI 2 in tetrahydrofuran (Scheme 1), purified by thermal gradient sublimation. The composition and chemical structures of Eu-1 and Eu-2 were identified by elemental analysis, infrared spectrum (Supporting Information, Figure S1), and single-crystal X-ray diffraction (SCXRD; Supporting Information, Table S1).…”

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confidence: 99%

Highly Efficient and Air‐Stable Lanthanide Eu^II Complex: New Emitter in Organic Light Emitting Diodes

et al. 2020

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Luminescent Eu II complexes with a characteristic 5d-4f transition have potential applications in many fields. However, their instability in ambient conditions impedes further exploration and application. Herein, we report two new Eu II complexes, bis[hydrotris(3-trifluoromethylpyrazolyl)borate]europium(II) (Eu-1) and bis[hydrotris(3methylpyrazolyl)borate]europium(II) (Eu-2). Intriguingly, the blue emissive Eu-1 showed high air stability arising from fluorine protection and close molecular packing, as maintaining a photoluminescence quantum yield (PLQY) of 91 % (initial 96 %) upon exposure to air over 2200 hours. While the orange emissive Eu-2 showed a maximum luminance of 30620 cd m À2 , and a maximum external quantum efficiency (EQE) of 6.5 %, corresponding to an exciton utilization efficiency around 100 % in organic light-emitting diodes (OLEDs). These results could inspire further research on stable and efficient Eu II complexes and their application in OLEDs.

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“…This regioselectivity was first demonstrated in the reaction of [78] and to [HB(3-(Me)pz) 3 ] - [79] as well as in the regiospecific synthesis of [HB(3-(Ph)pz) 3 ] - [80] and [HB(3-( t Bu)pz) 3 ] - [76]. Usually, the larger substituents end up at the pyrazolyl ring 3-position (more distant from the boron center).…”

Section: Synthesis Of Poly(pyrazolyl)boratesmentioning

confidence: 90%

Synthesis and Properties of Poly(pyrazolyl)borate and Related Boron-Centered Scorpionate Ligands. Part A: Pyrazole-Based Systems

Santini¹,

Pellei²,

Lobbia³

et al. 2010

MROC

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This review is intended to cover the developments in the chemistry of poly(azolyl)borates through the years 2000-2008, based on the main synthetic methods, coordination properties, spectroscopic and structural features of this important class of ligands. The subject matter is the chemistry of substituted bis-, tris-and tetrakis-(pyrazolyl)borate ligands. In this review we provide essential information to allow the reader to probe more deeply into the main aspects of the chemistry of these fascinating and flexible ligands. This review would also demonstrate the enormous potential of poly(pyrazolyl)borates chemistry, as also the future perspectives in this field.

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Boron-nitrogen compounds. 105. Boron derivatives of 3-methylpyrazole

Abstract: The knowledge of boron derivatives of 3-methylpyrazole, HpzMe, is extremely limited. This lack is likely due to the mobility

Cited by 36 publications

References 0 publications

Triaminoboranes and Their Metallation toN-Lithiotriaminoboranes

Triaminoboranes and Their Metallation toN-Lithiotriaminoboranes

Highly Efficient and Air‐Stable Lanthanide Eu^II Complex: New Emitter in Organic Light Emitting Diodes

Synthesis and Properties of Poly(pyrazolyl)borate and Related Boron-Centered Scorpionate Ligands. Part A: Pyrazole-Based Systems

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Boron-nitrogen compounds. 105. Boron derivatives of 3-methylpyrazole

Abstract: The knowledge of boron derivatives of 3-methylpyrazole, HpzMe, is extremely limited. This lack is likely due to the mobility

Cited by 36 publications

References 0 publications

Triaminoboranes and Their Metallation toN-Lithiotriaminoboranes

Triaminoboranes and Their Metallation toN-Lithiotriaminoboranes

Highly Efficient and Air‐Stable Lanthanide EuII Complex: New Emitter in Organic Light Emitting Diodes

Synthesis and Properties of Poly(pyrazolyl)borate and Related Boron-Centered Scorpionate Ligands. Part A: Pyrazole-Based Systems

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Highly Efficient and Air‐Stable Lanthanide Eu^II Complex: New Emitter in Organic Light Emitting Diodes