関連する概念動画
02:17Regioselectivity of Electrophilic Additions to Alkenes: Markovnikov's Rule
19.2K
If a set of reactants can yield multiple constitutional isomers, but one of the isomers is obtained as the major product, the reaction is said to be regioselective. In such reactions, bond formation or breaking is favored at one reaction site over others.
The hydrohalogenation of an unsymmetrical alkene can yield two haloalkane products, depending on which vinylic carbon takes up the halogen. However, one product usually predominates, where hydrogen adds to the vinylic carbon bearing the...
The hydrohalogenation of an unsymmetrical alkene can yield two haloalkane products, depending on which vinylic carbon takes up the halogen. However, one product usually predominates, where hydrogen adds to the vinylic carbon bearing the...
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01:13Olefin Metathesis Polymerization: Overview
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Recently, the development of olefin metathesis polymerization advanced the field of polymer synthesis. Simply put, the reorganization of substituents on their double bonds between two olefins in the presence of a catalyst is known as the olefin metathesis reaction. The use of metathesis reaction for polymer synthesis is called olefin metathesis polymerization.
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
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02:44Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
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Alkenes are converted to 1,2-diols or glycols through a process called dihydroxylation. It involves the addition of two hydroxyl groups across the double bond with two different stereochemical approaches, namely anti and syn. Dihydroxylation using osmium tetroxide progresses with syn stereochemistry.
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03:08Hydroboration-Oxidation of Alkenes
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In addition to the oxymercuration–demercuration method, which converts the alkenes to alcohols with Markovnikov orientation, a complementary hydroboration-oxidation method yields the anti-Markovnikov product. The hydroboration reaction, discovered in 1959 by H.C. Brown, involves the addition of a B–H bond of borane to an alkene giving an organoborane intermediate. The oxidation of this intermediate with basic hydrogen peroxide forms an alcohol.
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02:17Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
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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...
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01:17Thermal Electrocyclic Reactions: Stereochemistry
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The stereochemistry of electrocyclic reactions is strongly influenced by the orbital symmetry of the polyene HOMO. Under thermal conditions, the reaction proceeds via the ground-state HOMO.
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
2.7K
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Updated: Apr 20, 2026
08:12
Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers
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シンプルで,化学的に選択され,触媒的にオレフィン同体化が行われます.
Steven W M Crossley1, Francis Barabé, Ryan A Shenvi
1Department of Chemistry, The Scripps Research Institute , La Jolla, California 92037, United States.
Journal of the American Chemical Society
|November 15, 2014
まとめ
コバルト触媒は,端末アルケンをイソメリ化し,ダイエンをサイクルする. これらの触媒は,また,アミンやエポキシドのような様々な機能的グループを許容して,緊張したリングを開きます.
科学分野:
- 有機金属化学 有機金属化学
- カタリシス カタリシス カタリシス
- オーガニック・シンセシス オーガニック・シンセシス
背景:
- アルケンのイソメリゼーションは,有機化学における基本的な変換である.
- アルケンのイソメリゼーションおよび関連する反応のための効率的で選択的な触媒の開発は極めて重要です.
- 多様な機能群を持つ触媒の振る舞いを理解することは,実用的なアプリケーションの鍵です.
研究 の 目的:
- アルケンのイソメリゼーションのためのオルガノシランとCo(Sal(tBu,tBu))Clの触媒活性を調査する.
- ディエンのサイクロアイソメリゼーションとストレインリングのレトロサイクロアイソメリゼーションにおけるこれらの触媒の適用範囲を調査する.
- 様々な機能群に対する触媒システムの耐性を評価する.
主な方法:
- コバルト複合体,特にCo ((Sal ((tBu,tBu)) Clを触媒として利用する.
- オルガノシランを共触媒または活性化剤として使用する.
- 末端アルケンのイソメリゼーション,ダイエンのサイクロイソメリゼーション,およびストレートリングの開口を含む反応を調査する.
主要な成果:
- Co ((Sal ((tBu,tBu))Clとオルガノシランの触媒量により,端末アルケンが1位置で不可逆的にイソメリ化します.
結論:
- Co(Sal(tBu,tBu))Clとオルガノシランは,アルケンのイソメリゼーションのための効果的な触媒システムを提供します.
- 触媒システムは汎用性を発揮し,ダイエンのサイクロアイソメリゼーションとストレートリングの開封を可能にします.
- 観察された機能群の許容性は,この触媒的アプローチの合成的有用性を拡大します.