Chelating P2-Bis-phosphazenes with a (R,R)-1,2- Diaminocyclohexane Skeleton: Two New Chiral Superbases

Julius F. K?gel; Borislav Kova?evi?; Sebastian Ullrich; Xiulan Xie; J?rg Sundermeyer

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Chelating P2-Bis-phosphazenes with a (R,R)-1,2- Diaminocyclohexane Skeleton: Two New Chiral Superbases

机译：用（R，R）-1,2-二氨基环己烷骨架螯合P2-双磷腈：两种新的手性超级酶

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摘要

The linkage of two P_2-phosphazenyl groups through a C_2-symmetric (R,R)-1,2-diaminocyclohexane (DACH) backbone yielded the new chiral superbases DACHP_2NMe_2 and DACH-P_2Pyr (Pyr=pyrrolidinyl). These bases were prepared by a Kirsanov reaction and studied with respect to their spectroscopic and structural characteristics. Theoretical calculations concerning their basicity properties revealed remarkable pK_(BH)~+ values of 38.1 and 39.9 on the acetonitrile scale; this makes them the strongest nonionic chiral superbases known to date.

机译：通过C_2-对称（R，R）-1,2-二氨基环己烷（DACH）骨架的连接通过C_2-对称（R，R）骨架的连杆产生新的手性超级酶DACHP_2NME_2和DACH-P_2PYR（Pyr =吡咯烷基）。这些碱基由Kirsanov反应制备，并相对于它们的光谱和结构特征研究。关于其碱性特性的理论计算揭示了乙腈尺度的显着PK_（BH）〜+值38.1和39.9; 这使得它们已知迄今为止最强大的非离子手性女性超级酶。

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来源
《Chemistry: A European journal》 |2017年第11期|共8页
作者
Julius F. K?gel; Borislav Kova?evi?; Sebastian Ullrich; Xiulan Xie; J?rg Sundermeyer;
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作者单位

Fachbereich Chemie Philipps-Universit?t Marburg Hans-Meerwein-Stra?e 35032 Marburg (Germany);

Group for Computational Life Sciences Rudjer Bo?kovi? Institute Bijeni?ka c. 54 HR-10000 Zagreb (Croatia);

Fachbereich Chemie Philipps-Universit?t Marburg Hans-Meerwein-Stra?e 35032 Marburg (Germany);

Fachbereich Chemie Philipps-Universit?t Marburg Hans-Meerwein-Stra?e 35032 Marburg (Germany);

Fachbereich Chemie Philipps-Universit?t Marburg Hans-Meerwein-Stra?e 35032 Marburg (Germany);

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正文语种 eng
中图分类应用化学;
关键词
basicity; chirality; density functional calculations; phosphazenes; superbases;

机译：基本性;手性;密度函数计算;磷血;超级酶;

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1. Chelating P2-Bis-phosphazenes with a (R,R)-1,2- Diaminocyclohexane Skeleton: Two New Chiral Superbases [J] . Julius F. K?gel, Borislav Kova?evi?, Sebastian Ullrich, Chemistry: A European journal . 2017,第11期

机译：用（R，R）-1,2-二氨基环己烷骨架螯合P2-双磷腈：两种新的手性超级酶
2. Optical activity of dimolybdenum complex induced by chiral,chelating diamine ligand;syntheses ad structures of [Mo_2(O_2CCF_3)_2(S,S-dach)_2(CH_3CN)_2[BF_4]_2 and Mo_2(O_2CCF_3)_2(R,R-dach)_2 (CH_3CN)_2][BF_4]_2 (dach=1,2-diaminocyclohexane) [J] . Chin-Yao Pan, Maw-Cherng Suen, Ying-Yann Wu, Inorganica Chimica Acta . 2001,第1a2期

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3. Chiral palladium(II) and platinum(II) complexes of diaminocyclohexane: X-ray structures of (1R,2R)-(-)-1,2-diaminocyclohexane dihydrochloride and its corresponding oxalato platinum(II) complex [J] . Abu-Surrah AS., Al-Allaf TAK., Klinga M., Polyhedron: The International Journal for Inorganic and Organometallic Chemistry . 2003,第12期

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7. Synthesis of Tripeptide Derivatives with Three Stereogenic Centers and Chiral Recognition Probed by Tetraaza Macrocyclic Chiral Solvating Agents Derived from d-Phenylalanine and (1S,2S)-(+)-1,2-Diaminocyclohexane via 1H NMR Spectroscopy [O] . Lei Feng, Guangpeng Gao, Hongmei Zhao, 2018

机译：通过1H NMR光谱通过1H NMR光谱衍生自D-苯丙氨酸和（1S，2S） - （+） - 1,2-二氨基环己烷的Tetraaza大环手性溶剂溶剂探测三种立体中心和手性识别的三肽衍生物和手性识别
8. Experimental and Ab Initio Vibrational Spectra of 1,2-Dibromoethane, Meso-1,2-Dideuterio-1,2-Dibromoethane, and Chiral 1,2-Dideuterio-1,2-Dibromoethane [R] . Bose, P. K., Henderson, D. O., Ewig, C. S., 1989

机译：1,2-二溴乙烷，中1,2-二氘代-1,2-二溴乙烷和手性1,2-二氘代-1,2-二溴乙烷的实验和从头算振动光谱

Chelating P2-Bis-phosphazenes with a (R,R)-1,2- Diaminocyclohexane Skeleton: Two New Chiral Superbases

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