14850-22-7Relevant articles and documents
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Hill
, p. 1609 (1958)
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SYNTHESIS OF PHEROMONE DERIVATIVES VIA Z-SELECTIVE OLEFIN METATHESIS
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Paragraph 0222; 0232, (2021/12/28)
Disclosed herein are methods for synthesizing fatty olefin metathesis products of high Z-isomeric purity from olefin feedstocks of low Z-isomeric purity. The methods include contacting a contacting an olefin metathesis reaction partner, such as acylated alkenol or an alkenal acetal, with an internal olefin in the presence of a Z-selective metathesis catalyst to form the fatty olefin metathesis product. In various embodiments, the fatty olefin metathesis products are insect pheromones. Pheromone compositions and methods of using them are also described.
Ni-Catalyzed Isomerization-Hydrocyanation Tandem Reactions: Access to Linear Nitriles from Aliphatic Internal Olefins
Gao, Jihui,Ni, Jie,Yu, Rongrong,Cheng, Gui-Juan,Fang, Xianjie
supporting information, p. 486 - 490 (2021/02/05)
A highly regioselective nickel-based catalyst system for the isomerization/hydrocyanation of aliphatic internal olefins is described. This benign tandem reaction provides facile access to a wide variety of aliphatic nitriles in good yields with excellent regioselectivities. Thanks to Lewis acid-free conditions, the protocol features board functional groups tolerance, including secondary amine and unprotected alcohol groups.
Photocatalytic-controlled olefin isomerization over WO3–x using low-energy photons up to 625 nm
Sun, Xichen,Waclawik, Eric R.,Wang, Yunwei,Zhang, Jin,Zheng, Zhanfeng,Zhu, Pengqi
, p. 1641 - 1647 (2021/06/28)
WO3–x (W-1) was used to achieve controllable photoisomerization of linear olefins without substituents under 625 nm light irradiation. Thermodynamic and kinetic isomers were obtained by regulating the carbon chain length of the olefins. Terminal olefins were converted into isomerized products, and the internal olefin mixtures present in petroleum derivatives were transformed into valuable pure olefin products. Oxygen vacancies (OVs) in W-1 altered the electronic structure of W-1 to improve its light-harvesting ability, which accounted for the high activity of olefin isomerization under light irradiation up to 625 nm. Additionally, OVs on the W-1 surface generated unsaturated W5+ sites that coordinated with olefins for the efficient adsorption and activation of olefins. Mechanistic studies reveal that the in situ formation of surface π-complexes and π-allylic W intermediates originating from the coordination of coordinated unsaturated W5+ sites and olefins ensure high photocatalytic activity and selectivity of W-1 for the photocatalytic isomerization of olefins via a radical mechanism.
