Synthesis and Structural Characterization of p-Carboranylamidine Derivatives

被引：1

作者：

Harmgarth, Nicole ^{[1
]}

Liebing, Phil ^{[2
]}

Lorenz, Volker ^{[1
]}

Engelhardt, Felix ^{[1
]}

Hilfert, Liane ^{[1
]}

Busse, Sabine ^{[1
]}

Goldhahn, Ruediger ^{[3
]}

Edelmann, Frank T. ^{[3
]}

机构：

[1] Otto von Guericke Univ, Chem Inst, Univ Pl 2, D-39106 Magdeburg, Germany

[2] Friedrich Schiller Univ Jena, Inst Anorgan & Analyt Chem, Humboldtstr 8, D-07743 Jena, Germany

[3] Otto von Guericke Univ, Inst Phys, Univ Pl 2, D-39106 Magdeburg, Germany

来源：

MOLECULES | 2023年 / 28卷 / 09期

关键词：

boron; carborane; p-carborane; lithiation; carboranylamidinate; ICOSAHEDRAL CARBORANES; DRUG DISCOVERY; UNIQUE PHARMACOPHORES; MEDICINAL CHEMISTRY; HYDROGENATION; TRANSITION; AMIDINATE; LITHIUM; ION;

D O I：

10.3390/molecules28093837

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

In this contribution, the first amidinate and amidine derivatives of p-carborane are described. Double lithiation of p-carborane (1) with n-butyllithium followed by treatment with 1,3-diorganocarbodiimides, R-N=C=N-R (R = Pr-i, Cy (= cyclohexyl)), in DME or THF afforded the new p-carboranylamidinate salts p-C2H10B10[C((NPr)-Pr-i)(2)Li(DME)](2) (2) and p-C2H10B10[C(NCy)(2)Li(THF)(2)](2) (3). Subsequent treatment of 2 and 3 with 2 equiv. of chlorotrimethylsilane (Me3SiCl) provided the silylated neutral bis(amidine) derivatives p-C2H10B10[C{(PrN)-Pr-i(SiMe3)}(=(NPr)-Pr-i)](2) (4) and p-C2H10B10[C{CyN(SiMe3)}(=NCy)](2) (5). The new compounds 3 and 4 have been structurally characterized by single-crystal X-ray diffraction. The lithium carboranylamidinate 3 comprises a rare trigonal planar coordination geometry around the lithium ions.

引用

页数：11

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