2437-56-1Relevant articles and documents
A Novel Catalytic Effect of Lead on the Reduction of a Zinc Carbenoid with Zinc Metal Leading to a Geminal Dizinc Compound. Acceleration of the Wittig-Type Olefination with the RCHX2-TiCl4-Zn Systems by Addition of Lead
Takai, Kazuhiko,Kakiuchi, Tadahiro,Kataoka, Yasutaka,Utimoto, Kiitiro
, p. 2668 - 2670 (1994)
A catalytic amount of lead promotes further reduction of zinc carbenoid (ICH2ZnI) with zinc in THF to give a geminal dizinc compound (CH2(ZnI)2), which is a key intermediate for the methylenation of carbonyl compounds with a CH2I2, zinc, and TiCl4 system.
Chemoselective Carbon-Carbon Bond Formation Reactions of Zirconacyclopentenes
Kasai, Kayoko,Kotora, Martin,Suzuki, Noriyuki,Takahashi, Tamotsu
, p. 109 - 110 (1995)
The reaction of zirconacyclopentenes with allyl chloride in the presence of a copper salt and a lithium or magnesium salt proceeds at the alkenyl carbon on zirconium with high chemoselectivity; selective C-C bond formation at the alkyl carbon was also achieved by treatment of zirconacyclopentenes with a copper salt and a lithium or magnesium salt, methanol and allyl chloride.
Alkene synthesis by photocatalytic chemoenzymatically compatible dehydrodecarboxylation of carboxylic acids and biomass
Nguyen, Vu T.,Nguyen, Viet D.,Haug, Graham C.,Dang, Hang T.,Jin, Shengfei,Li, Zhiliang,Flores-Hansen, Carsten,Benavides, Brenda S.,Arman, Hadi D.,Larionov, Oleg V.
, p. 9485 - 9498 (2019/10/11)
Direct conversion of renewable biomass and bioderived chemicals to valuable synthetic intermediates for organic synthesis and materials science applications by means of mild and chemoselective catalytic methods has largely remained elusive. Development of artificial catalytic systems that are compatible with enzymatic reactions provides a synergistic solution to this enduring challenge by leveraging previously unachievable reactivity and selectivity modes. We report herein a dual catalytic dehydrodecarboxylation reaction that is enabled by a crossover of the photoinduced acridine-catalyzed O-H hydrogen atom transfer (HAT) and cobaloxime-catalyzed C-H-HAT processes. The reaction produces a variety of alkenes from readily available carboxylic acids. The reaction can be embedded in a scalable triple-catalytic cooperative chemoenzymatic lipase-acridine-cobaloxime process that allows for direct conversion of plant oils and biomass to long-chain terminal alkenes, precursors to bioderived polymers.
An Engineered Self-Sufficient Biocatalyst Enables Scalable Production of Linear α-Olefins from Carboxylic Acids
Lu, Chen,Shen, Fenglin,Wang, Shuaibo,Wang, Yuyang,Liu, Juan,Bai, Wen-Ju,Wang, Xiqing
, p. 5794 - 5798 (2018/06/01)
Fusing the decarboxylase OleTJE and the reductase domain of P450BM3 creates a self-sufficient protein, OleT-BM3R, which is able to efficiently catalyze oxidative decarboxylation of carboxylic acids into linear α-olefins (LAOs) under mild aqueous conditions using O2 as the oxidant and NADPH as the electron donor. The compatible electron transfer system installed in the fusion protein not only eliminates the need for auxiliary redox partners, but also results in boosted decarboxylation reactivity and broad substrate scope. Coupled with the phosphite dehydrogenase-based NADPH regeneration system, this enzymatic reaction proceeds with improved product titers of up to 2.51 g L-1 and volumetric productivities of up to 209.2 mg L-1 h-1 at low catalyst loadings (～0.02 mol%). With its stability and scalability, this self-sufficient biocatalyst offers a nature-friendly approach to deliver LAOs.
