Fe2+催化异溶性RO-OH键裂变和基质氧化:一种功能性的合成非血红素铁单氧化酶系统
Trina L Foster1, John P Caradonna
1Department of Chemistry, Boston University, Massachusetts 02215, USA.
Journal of the American Chemical Society
|March 27, 2003
概括
一种新的双核非血红铁复合体有效催化氧化反应. 这种铁复合物诱导氧化物中O-O键裂变,使选择性氧气插入有机分子成为可能.
科学领域:
- 生物有机化学 生物有机化学
- 氧化催化剂氧化催化剂
- 有机金属化学 有机金属化学
背景情况:
- 非血红素铁复合物在生物氧化过程中至关重要.
- 了解它们的催化机制是开发合成模仿物的关键.
- 氧化物是化学合成中的多功能氧化剂.
研究的目的:
- 为了研究双核非黑米铁复合物的催化活性 ([Fe22+(H2Hbamb) 2 ((N-MeIm) 2), [1]).
- 阐明由复合物介导的氧化物中O-O键裂解的机制 [1].
- 为了评估复杂的 [1] 在催化转移原子氧化反应中的效率.
主要方法:
- 复合物的反应 [1]与2-甲基-1-基-2-基氧化物 (MPPH).
- 用复合物 [1] 和 MPPH. 催化氧化甲基硫化和环素.
- 对反应产物的分析,以确定效率和选择性.
主要成果:
- 复合物 [1] 在MPPH中诱导过氧O-O键的异质裂解.
- 高效的催化氧化法甲基硫化物到硫氧化物/硫 (99%的产量).
- 有效的催化氧化循环素到循环醇/循环松.
结论:
- 双核非海姆铁复合体 [1] 具有高的催化活性,用于氧气插入化学.
- 复合物 [1] 是硫化物和的选择性氧化的一个有效催化剂.
- 这项研究突出了非血红素铁复合物在合成氧化催化中的潜力.
相关概念视频
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
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.
Oxidation of Alkenes: Syn Dihydroxylation with Potassium Permanganate
Alkenes can be dihydroxylated using potassium permanganate. The method encompasses the reaction of an alkene with a cold, dilute solution of potassium permanganate under basic conditions to form a cis-diol along with a brown precipitate of manganese dioxide.
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
Diols are compounds with two hydroxyl groups. In addition to syn dihydroxylation, diols can also be synthesized through the process of anti dihydroxylation. The process involves treating an alkene with a peroxycarboxylic acid to form an epoxide. Epoxides are highly strained three-membered rings with oxygen and two carbons occupying the corners of an equilateral triangle. This step is followed by ring-opening of the epoxide in the presence of an aqueous acid to give a trans diol.
Oxidative Cleavage of Alkenes: Ozonolysis
In ozonolysis, ozone is used to cleave a carbon–carbon double bond to form aldehydes and ketones, or carboxylic acids, depending on the work-up.
Ozone is a symmetrical bent molecule stabilized by a resonance structure.
Ozone is a symmetrical bent molecule stabilized by a resonance structure.
Oxidation and Reduction of Organic Molecules
Energy production within a cell involves many coordinated chemical pathways. Most of these pathways are combinations of oxidation and reduction reactions, which occur at the same time. An oxidation reaction strips an electron from an atom in a compound, and the addition of this electron to another compound is a reduction reaction. Because oxidation and reduction usually occur together, these pairs of reactions are called redox reactions.
The removal of an electron from a molecule, results in a...
The removal of an electron from a molecule, results in a...
Phase I Reactions: Oxidation of Carbon-Heteroatom and Miscellaneous Systems
Oxidative reactions are pivotal in metabolizing numerous compounds, including pharmaceutical drugs. These reactions often occur in carbon-heteroatom systems, such as carbon-nitrogen, carbon-sulfur, and carbon-oxygen.
In carbon-nitrogen systems, aliphatic and aromatic amines can undergo oxidative reactions. Secondary and tertiary amines, like those found in tricyclic antidepressants, can undergo N-dealkylation, a process that involves the oxidation of the alkyl group. In addition, oxidative...
In carbon-nitrogen systems, aliphatic and aromatic amines can undergo oxidative reactions. Secondary and tertiary amines, like those found in tricyclic antidepressants, can undergo N-dealkylation, a process that involves the oxidation of the alkyl group. In addition, oxidative...

![Protein Film Infrared Electrochemistry Demonstrated for Study of H2 Oxidation by a [NiFe] Hydrogenase](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F55858.jpg&w=3840&q=50)
