キラル触媒によるキラル前駆体からの微孔のフレームワーク材料のホモキラル結晶化
Jian Zhang1, Shumei Chen, Tao Wu
1Department of Chemistry and Biochemistry, California State University, Long Beach, 1250 Bellflower Boulevard, Long Beach, California 90840, USA.
Journal of the American Chemical Society
|September 9, 2008
まとめ
研究者は,天然のアルカロイドを使用して,アキラル単位から多孔性の材料のホモキラル結晶化を達成しました. この方法では,均一な微孔を持つ大量の多孔性ホモキラル材料を作成します.
科学分野:
- マテリアルサイエンス 材料科学
- クリスタログラフィーです.
- 有機化学 オーガニック・ケミストリー
背景:
- チラルの結晶形成は一般的ですが,アチラルの前駆体から大量に多孔性のホモキラル材料を作成することは困難です.
- アキラルの構成要素は,通常,ラセミックまたはアキラルの結晶構造を生成します.
研究 の 目的:
- アキラルユニットから大量の多孔性ホモキラル材料を合成する方法を開発する.
- 結晶化におけるキラリティ誘導のための天然アルカロイドの使用を調査する.
主な方法:
- 自然のアルカロイドをキラル誘発剤として使用する.
- 結晶化技術を用いて,多孔質な材料を形成する.
- 結果となる材料の毛細さと毛穴の大きさを特徴付ける.
主要な成果:
- アキラル建築ユニットから微孔性の材料のホモキラル結晶化が成功しました.
- 合成された材料は,永久的な微小孔性を示す.
- 9.3アングストロムの均一な毛孔サイズが材料で決定されました.
結論:
- 自然のアルカロイドは結晶化過程でキラリティを効果的に誘発することができます.
- この研究は,単純なアキラル前駆体から多孔性ホモキラル材料を大量に生産するための新しい経路を示しています.
- 開発された方法は,制御されたキラリティを持つ高度な多孔性の材料を作成する可能性を秘めています.
関連する概念動画
02:05Prochirality
The concept of prochirality leads to the nomenclature of the individual faces of a molecule and plays a crucial role in the enantioselective reaction. It is a concept where two or more achiral molecules react to produce chiral products. A typical process is the reaction of an achiral ketone to generate a chiral alcohol. Here, the achiral reactant reacts with an achiral reducing agent, sodium borohydride, to generate an equimolar mixture of the chiral enantiomers of the product. For example, an...
02:17Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
Catalytic hydrogenation of alkenes is a transition-metal catalyzed reduction of the double bond using molecular hydrogen to give alkanes. The mode of hydrogen addition follows syn stereochemistry.
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
02:25Chirality
Chirality is a term that describes the lack of mirror symmetry in an object. In other words, chiral objects cannot be superposed on their mirror images. For example, our feet are chiral, as the mirror image of the left foot, the right foot, cannot be superposed on the left foot.
Chiral objects exhibit a sense of handedness when they interact with another chiral object. For example, our left foot can only fit in the left shoe and not in the right shoe. Achiral objects — objects that have...
Chiral objects exhibit a sense of handedness when they interact with another chiral object. For example, our left foot can only fit in the left shoe and not in the right shoe. Achiral objects — objects that have...
02:25Molecules with Multiple Chiral Centers
Molecules that possess multiple chiral centers can afford a large number of stereoisomers. For instance, while some molecules like 2-butanol have one chiral center, defined as a tetrahedral carbon atom with four different substituents attached, several molecules like butane-2,3-diol have multiple chiral centers. A simple formula to predict the number of stereoisomers possible for a molecule with n chiral centers is 2n. However, there can be a lower number where some of the stereoisomers are...
02:30Chirality in Nature
Chirality is the most intriguing yet essential facet of nature, governing life’s biochemical processes and precision. It can be observed from a snail shell pattern in a macroscopic world to an amino acid, the minutest building block of life. Most of the snails around the world have right-coiled shells because of the intrinsic chirality in their genes. All the amino acids present in the human body exist in an enantiomerically pure state, except for glycine - the sole achiral amino acid. The...
02:57Sharpless Epoxidation
The conversion of allylic alcohols into epoxides using the chiral catalyst was discovered by K. Barry Sharpless and is known as Sharpless epoxidation. The use of a chiral catalyst enables the formation of one enantiomer of the product in excess. This chiral catalyst is mainly a chiral complex of titanium tetraisopropoxide and tartrate ester (specific stereoisomer). The stereoisomer used in the chiral catalyst dictates the formation of the enantiomer of the product. In other words, the use of...