| Item type |
デフォルト(1) |
| 公開日 |
2025-06-12 |
| タイトル |
|
|
タイトル |
Synthesis, Chiroptical Properties, and Absolute Configuration Determination of Phenyl-4-pyridyl-2,5-dipyrimidinylmethane |
|
言語 |
en |
| 作成者 |
Matsumoto, Kouzou
Tanaka, Rina
Miki, Kaori
Konishi, Akihito
Kurata, Hiroyuki
Kubo, Takashi
Pescitelli, Gennaro
Matsuo, Koichi
Nehira, Tatsuo
|
| アクセス権 |
|
|
アクセス権 |
embargoed access |
|
アクセス権URI |
http://purl.org/coar/access_right/c_f1cf |
| 権利情報 |
|
|
言語 |
en |
|
権利情報 |
This is the peer reviewed version of the following article: [Synthesis, Chiroptical Properties, and Absolute Configuration Determination of Phenyl-4-pyridyl-2,5-dipyrimidinylmethane], which has been published in final form at [https://doi.org/10.1002/ajoc.202400577]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited. |
| 主題 |
|
|
言語 |
en |
|
主題Scheme |
Other |
|
主題 |
chirality tetraarylmethane |
| 主題 |
|
|
言語 |
en |
|
主題Scheme |
Other |
|
主題 |
configuration |
| 主題 |
|
|
言語 |
en |
|
主題Scheme |
Other |
|
主題 |
circular dichroism |
| 主題 |
|
|
言語 |
en |
|
主題Scheme |
Other |
|
主題 |
X-ray diffraction |
| 主題 |
|
|
言語 |
en |
|
主題Scheme |
Other |
|
主題 |
determination |
| 内容記述 |
|
|
内容記述タイプ |
Abstract |
|
内容記述 |
Phenyl-4-pyridyl-2,5-dipyrimidinylmethane (1) has been synthesized in five steps from 5-methylpyrimidine. The structural feature of 1 is the symmetry elements with respect to the 180° rotation of the aryl group along the central C−C bonds. Due to this structural feature, the compound 1 is expected the good crystallinity despite of the asymmetric molecular structure. The optical resolution of 1 was achieved by high performance liquid chromatography using chiral stationary phase (chiral HPLC). The circular dichroism (CD) spectra of the two fractions showed opposite signs. As expected, the X-ray crystallographic analysis was successfully performed for both the racemic and enantiomerically pure crystals of 1, with the nitrogen atoms being unambiguously assigned in both cases. It was concluded the first-eluted fraction in chiral HPLC was determined to be S configuration both by the CD calculation for reproducing the experimental CD spectrum and by the anomalous diffraction of X-ray crystallographic analysis of enantiomerically pure 1. |
|
言語 |
en |
| 内容記述 |
|
|
内容記述タイプ |
Other |
|
内容記述 |
This work was funded by Izumi Science and Technology Foundation. |
|
言語 |
en |
| 出版者 |
|
|
出版者 |
Wiley |
|
言語 |
en |
| 日付 |
|
|
日付 |
2025-11-08 |
|
日付タイプ |
Available |
| 言語 |
|
|
言語 |
eng |
| 資源タイプ |
|
|
資源タイプ識別子 |
http://purl.org/coar/resource_type/c_6501 |
|
資源タイプ |
journal article |
| 出版タイプ |
|
|
出版タイプ |
AM |
|
出版タイプResource |
http://purl.org/coar/version/c_ab4af688f83e57aa |
| 関連情報 |
|
|
関連タイプ |
isVersionOf |
|
|
識別子タイプ |
DOI |
|
|
関連識別子 |
https://doi.org/10.1002/ajoc.202400577 |
| 収録物識別子 |
|
|
収録物識別子タイプ |
ISSN |
|
収録物識別子 |
2193-5807 |
| 書誌情報 |
en : ASIAN JOURNAL OF ORGANIC CHEMISTRY
巻 14,
号 1,
p. e202400577,
発行日 2024-11-08
|
| 備考 |
|
|
言語 |
en |
|
値 |
The full-text file will be made open to the public on [08 Nov 2025］ in accordance with publisher's 'Terms and Conditions for Self-Archiving' |
AJOC_14_1_〇.docx (453 KB)
