1460-02-2Relevant articles and documents
Carbon dioxide promoted palladium-catalyzed cyclotrimerization of alkynes in water
Li, Jin-Heng,Xie, Ye-Xiang
, p. 1737 - 1743 (2004)
In water, CO2 was found to promote the palladium-catalyzed cyclotrimerization of alkynes. In the presence of PdCl2, CuCl 2, and CO2, both aryl and alkylalkynes afforded the corresponding cyclotrimerization products regioselectively in high yields. However, tert-butylacetylene bearing a bulk group gave a dimerization product.
Krauss,Stach
, p. 280,285,289 (1969)
Bailey,P.M. et al.
, p. 238 - 239 (1976)
Synthesis, crystal structure, and nonlinear optical behavior of β-unsubstituted meso-meso E-vinylene-linked porphyrin dimers
Frampton, Michael J.,Akdas, Huriye,Cowley, Andrew R.,Rogers, Joy E.,Slagle, Jonathan E.,Fleitz, Paul A.,Drobizhev, Mikhail,Rebane, Aleksander,Anderson, Harry L.
, p. 5365 - 5368 (2005)
(Chemical Equation Presented) A vinylene-linked porphyrin dimer, with no substituents at the β-positions, has been synthesized by CuI/CsF promoted Stille coupling. In the crystal structure of this dimer, the C2H 2 bridge is twisted by 45° relative to the plane of the porphyrins. The absorption, emission spectra, and electrochemistry reveal substantial porphyrin-porphyrin π-conjugation. The triplet excited-state absorption spectrum of this dimer makes it suitable for reverse saturable absorption at 710-900 nm.
Kaiser,Maitlis
, p. 942 (1970)
Surprising Reactivity of Very Crowded Phosphinic Derivatives
Baceiredo, Antoine,Bertrand, Guy,Mazerolles, Pierre,Majoral, Jean-Pierre
, p. 1197 - 1198 (1981)
An example of intramolecular cyclisation of a crowded phosphinic chloride via loss of hydrogen chloride and formation of a phosphorus-carbon bond is described; unexpected cleavage of an acyclic phosphorus-carbon bond is also reported.
CuCl2-induced regiospecifical synthesis of benzene derivatives in the palladium-catalyzed cyclotrimerization of alkynes
Li,Jiang,Chen
, p. 3627 - 3629 (2001)
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Ditto,S.R. et al.
, p. 894 - 896 (1979)
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Synthesis and Structures of Bis(indolyl)-Coordinated Titanium Dichlorido Complexes and Their Catalytic Application in the Cyclotrimerization of Alkynes
Itoh, Keigo,Miura, Narumi,Miyamoto, Ryo,Ohta, Shun,Okazaki, Masaaki,Saitoh, Keiichiro,Satoh, Sora
, p. 2826 - 2835 (2021/09/02)
The impact of the terminal ligands on the titanium center on the coordination features of deprotonated 2,2′-bis(indolyl)methanes (henceforth: bis(indolyl)s) was studied via a structural comparison between {bis(indolyl)}Ti(NEt2)2 complexes and the corresponding dichlorido complexes. As a result, several flexible aspects of bis(indolyl) coordination were found. For example, it was revealed that an η1-coordinated indolyl moiety can change its coordination mode to coordination via the five-membered ring of indolyl when the terminal diethylamido ligands are replaced by chlorido ligands. Moreover, we found that the methoxy group in the central aromatic ring of the bis(indolyl) ligand can coordinate to the titanium center. The synthesized dichlorido complexes were applied for catalytic alkyne cyclotrimerization reactions, as Ti-based catalyst systems are less developed than Co-, Ni-, Ru-, Rh-, and Ir-based systems. During this study, the cyclotrimerization of HCCSiMe3 was found to preferentially produce the 1,3,5-form (1,3,5-form:1,2,4-form = 79:21), contrary to the typical trend of transition-metal-mediated alkyne cyclotrimerization, and the isolated yield (72%) is the highest among the known 1,3,5-favoring reactions using Ti-based catalyst systems. Furthermore, the reaction mechanism was experimentally verified to proceed through a typical stepwise mechanism involving monomeric species.
Combined Photoredox and Iron Catalysis for the Cyclotrimerization of Alkynes
Chakraborty, Uttam,Jacobi von Wangelin, Axel,Neumeier, Michael,Perez-Ruiz, Raul,Schaarschmidt, Dieter,de la Pena O'Shea, Victor
supporting information, p. 13473 - 13478 (2020/06/02)
Successful combinations of visible-light photocatalysis with metal catalysis have recently enabled the development of hitherto unknown chemical reactions. Dual mechanisms from merging metal-free photocatalysts and earth-abundant metal catalysts are still in their infancy. We report a photo-organo-iron-catalyzed cyclotrimerization of alkynes by photoredox activation of a ligand-free Fe catalyst. The reaction operates under very mild conditions (visible light, 20 °C, 1 h) with 1–2 mol percent loading of the three catalysts (dye, amine, FeCl2).
Generation of Alkyl Radical through Direct Excitation of Boracene-Based Alkylborate
Hashizume, Daisuke,Hosoya, Takamitsu,Nakamura, Kei,Ohmiya, Hirohisa,Sato, Yukiya,Sumida, Yuto
supporting information, p. 9938 - 9943 (2020/06/27)
The generation of tertiary, secondary, and primary alkyl radicals has been achieved by the direct visible-light excitation of a boracene-based alkylborate. This system is based on the photophysical properties of the organoboron molecule. The protocol is applicable to decyanoalkylation, Giese addition, and nickel-catalyzed carbon-carbon bond formations such as alkyl-aryl cross-coupling or vicinal alkylarylation of alkenes, enabling the introduction of various C(sp3) fragments to organic molecules.