1541-20-4Relevant articles and documents
Efficient photochemical oxygenation of cyclohexene with water as an oxygen donor sensitized by dimethoxy-coordinated tetraphenylporphyrinatoantimony(V)
Shiragami, Tsutomu,Kubomura, Kyouichi,Ishibashi, Daisuke,Inoue, Haruo
, p. 6311 - 6312 (1996)
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Addition of dihalocarbenes to corannulene. A fullerene-type reaction
Preda,Scott
, p. 9633 - 9637 (2000)
Dihalocarbenes (:CCl2, :CBr2, and :CI2) add preferentially to one of the radial double bonds of corannulene, rather than to the rim. These cyclopropanations strongly resemble the additions of dihalocarbenes to fullerenes, which likewise occur at 6:6-double bonds, destroy the cyclic conjugation in two adjacent benzene rings, and give 'closed' adducts. An explanation is offered for the abnormally high reactivity of the interior carbon atoms of corannulene. (C) 2000 Elsevier Science Ltd.
The Chemistry of 5-Oxodihydroisoxazoles. XIII. Reactions of the Imino Carbene Derived from Photolysis of Ethyl 5-Oxo-2-phenyl-2,5-dihydroisoxazole-4-carboxylate
Ang, Kiah H.,Prager, Rolf H.,Williams, Craig M.
, p. 567 - 576 (1995)
Photolysis of ethyl 5-oxo-2-phenyl-2,5-dihydroisoxazole-4-carboxylate at 300 nm in acetonitrile gives a carbene which is captured efficiently by bromide, chloride, acetate and cyanate, and less efficiently by iodide, thiocyanate, cyclohexene and tetrahydr
Photochemical Organocatalytic Benzylation of Allylic C–H Bonds
Le Saux, Emilien,Melchiorre, Paolo,Zanini, Margherita
supporting information, p. 1113 - 1118 (2022/02/05)
We report a radical-based organocatalytic method for the direct benzylation of allylic C–H bonds. The process uses nonfunctionalized allylic substrates and readily available benzyl radical precursors and is driven by visible light. Crucial was the identification of a dithiophosphoric acid that performs two distinct catalytic roles, sequentially acting as a catalytic donor for the formation of photoactive electron donor–acceptor (EDA) complexes and then as a hydrogen atom abstractor. By mastering these orthogonal radical generation paths, the organic catalyst enables the formation of benzylic and allylic radicals, respectively, to then govern their selective coupling. The protocol was also used to design a three-component radical process, which increased the synthetic potential of the chemistry.
Metal-organic framework composites with luminescent pincer platinum(II) complexes: 3MMLCT emission and photoinduced dehydrogenation catalysis
Sun, Chun-Yi,To, Wai-Pong,Hung, Faan-Fung,Wang, Xin-Long,Su, Zhong-Min,Che, Chi-Ming
, p. 2357 - 2364 (2018/03/05)
Pincer platinum(ii) complexes are well documented to exhibit weak intermolecular interactions in the solid state and 77 K glassy solutions, leading to emissive triplet metal-metal-to-ligand charge transfer (3MMLCT) excited states that often vanish in dilute solutions. In this work, metal-organic framework (MOF) materials are introduced to provide a "solid solution" environment for easy access to 3MMLCT excited states of pincer platinum(ii) complexes. Phosphorescent composites PtII@MOFs (1-4) with matrix-dependent monomers and oligomer emission properties were obtained. These PtII@MOFs are efficient catalysts for photoinduced dehydrogenation reactions.
Cobalt-catalyzed oxidative esterification of allylic/benzylic C(sp3)–H bonds
Ren, Tian-Lu,Xu, Bao-Hua,Mahmood, Sajid,Sun, Ming-Xue,Zhang, Suo-Jiang
supporting information, p. 2943 - 2948 (2017/04/26)
A protocol for the cobalt-catalyzed oxidative esterification of allylic/benzylic C(sp3)–H bonds with carboxylic acids was developed in this work. Mechanistic studies revealed that C(sp3)–H bond activation in the hydrocarbon was the turnover-limiting step and the in-situ formed [Co(III)]Ot-Bu did not engage in hydrogen atom abstraction (HAA) of a C–H bond. This protocol was successfully incorporated into a synthetic pathway to β-damascenone that avoided the use of NBS.
