Optically Active Oxo(phthalocyaninato)vanadium(IV) with GeometricAsymmetry: Synthesis and Correlation between the Circular Dichroism Signand Conformation

Nagao Kobayashi; Fumiko Narita; Kazuyuki Ishii; Atsuya Muranaka

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Optically Active Oxo(phthalocyaninato)vanadium(IV) with GeometricAsymmetry: Synthesis and Correlation between the Circular Dichroism Signand Conformation

机译：具有几何不对称性的光学活性氧代（邻苯二甲酸氰基）钒（IV）：圆二色性征与构象之间的合成与相关性

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摘要

Oxovanadium(IV) phthalo-cyanines (VOPcs) with a single-handedrotation have been prepared, and theirright- and left-handed enantiomers re-solved on a chiral HPLC column.These enantiomers gave circular di-chroism (CD) spectra of oppositesigns; the correlation between the CDsign and conformation was obtained bytime-dependent density functionaltheory (TDDFT) calculations: an enan-tiomer showing a negative sign in the Q band was suggested to be the right-handed conformer viewing from theaxial oxygen side, whereas that giving apositive CD sign was assigned to theleft-handed conformer. Although sili-con phthalocyanines (SiPcs) with two different alkoxy axial ligands havebeen resolved similarly, the absence ofa meaningful CD difference probablyreflects the flat character of the SiPcplane compared to the VOPc plane.Changes in the Q-band CD, dependingon the relative orientation of the pe-ripheral substituents, have beenworked out theoretically and the originof the chiroptical properties is dis-cussed.

机译：制备了单手旋转的氧钒酞菁菁（VOPcs），并将它们的右手和左手对映异构体在手性HPLC柱上重新溶解。这些对映异构体给出了相反符号的圆二色性（CD）光谱; CDsign和构象之间的相关性是通过时间依赖性密度泛函理论（TDDFT）计算获得的：从轴向氧侧看，在Q波段显示负号的对映异构体被认为是右手构象异构体，而对于正构构则给出正构异构体。 CD标志分配给左撇子。尽管具有两个不同烷氧基轴向配体的硅酞菁（SiPcs）的分离方法相似，但与VOPc平面相比，没有有意义的CD差异可能反映了SiPcplane的平坦特性.Q波段CD的变化取决于其相对取向从理论上已经研究出了周围的取代基，并讨论了手性的起源。

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《Chemistry: A European journal》 |2009年第39期|共9页
作者
Nagao Kobayashi; Fumiko Narita; Kazuyuki Ishii; Atsuya Muranaka;
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正文语种 eng
中图分类应用化学;
关键词
circular dichroism; con-figuration determination; densityfunctional calculations r phthalocya-nines; UV/Vis spectroscopy;

机译：圆二色性;构象测定;邻苯二甲腈的密度泛函计算;紫外/可见光谱;

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1. Optically Active Oxo(phthalocyaninato)vanadium(IV) with GeometricAsymmetry: Synthesis and Correlation between the Circular Dichroism Signand Conformation [J] . Nagao Kobayashi, Fumiko Narita, Kazuyuki Ishii, Chemistry: A European journal . 2009,第39期

机译：具有几何不对称性的光学活性氧代（邻苯二甲酸氰基）钒（IV）：圆二色性征与构象之间的合成与相关性
2. Response Properties of a Platinum Electrode Coated with an Oxo(phthalocyaninato)vanadium(IV) Conjugate Polymer to Various Anions in Nonaqueous Solutions [J] . Toshio Nakamura, Takahiro Ueda, Tatsushi Yanagisawa, Bulletin of the Chemical Society of Japan . 1999,第2期

机译：含氧（邻苯二甲酸氰基）钒（IV）共轭聚合物的铂电极在非水溶液中对各种阴离子的响应特性
3. Circular dichroism, optical rotation and absolute configuration of 2-cyclohexenone-cis-diol type phenol metabolites: redefining the role of substituents and 2-cyclohexenone conformation in electronic circular dichroism spectra [J] . Marcin Kwit, Jacek Gawronski, Derek R. Boyd, Organic & biomolecular chemistry . 2010,第24期

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4. Synthesis, Spectroscopic, and Electrochemical Properties of Homoleptic Bis(substituted-phthalocyaninato) Cerium(IV) Complexes [C] . Jinglci Xic, Dennis K. P. Ng, Wei Liu, The 2nd Asian symposium on organized molecular films for electronics and photonics : Abstract book . 1998

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Optically Active Oxo(phthalocyaninato)vanadium(IV) with GeometricAsymmetry: Synthesis and Correlation between the Circular Dichroism Signand Conformation

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