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アリルハリドと遺伝子工学による光敏感剤人工脱ハロゲナーズの生物触媒的交配

  • 0Hubei Key Laboratory of Bioinorganic Chemistry & Materia Medica, School of Chemistry and Chemical Engineering, Huazhong University of Science & Technology (HUST), 1037 Luoyu Road, Wuhan 430074, P.R. China.
Journal of the American Chemical Society +

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2021年1月7日

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Photochemical Electrocyclic Reactions: Stereochemistry 01:26

2.0K

The absorption of UV–visible light by conjugated systems causes the promotion of an electron from the ground state to the excited state. Consequently, photochemical electrocyclic reactions proceed via the excited-state HOMO rather than the ground-state HOMO. Since the ground- and excited-state HOMOs have different symmetries, the stereochemical outcome of electrocyclic reactions depends on the mode of activation; i.e., thermal or photochemical.
Selection Rules: Photochemical Activation

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation 02:17

3.7K

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...

Cycloaddition Reactions: MO Requirements for Photochemical Activation 01:12

2.4K

Some cycloaddition reactions are activated by heat, while others are initiated by light. For example, a [2 + 2] cycloaddition between two ethylene molecules occurs only in the presence of light. It is photochemically allowed but thermally forbidden.

Thermally-induced [2 + 2] cycloadditions are symmetry forbidden. This is because the ground state HOMO of one ethylene molecule and the LUMO of the other ethylene are out of phase, preventing a concerted suprafacial-suprafacial overlap.
Absorption...

Aryldiazonium Salts to Azo Dyes: Diazo Coupling 01:11

3.3K

The reaction of weakly electrophilic aryldiazonium (also called arenediazonium) salts with highly activated aromatic compounds leads to the formation of products with an —N=N— link, called an azo linkage. This reaction, presented in Figure 1, is known as diazo coupling and occurs without the loss of the nitrogen atoms of the aryldiazonium salt. Highly activated aromatic compounds such as phenols or arylamines favor the diazo coupling reaction. The coupling generally occurs at the para...