13638-84-1Relevant academic research and scientific papers
Palladium catalysed cascade cycloaddition reactions. General concepts and illustrative examples
Grigg,Kennewell,Teasdale,Sridharan
, p. 153 - 156 (1993)
A general palladium catalysed cycloaddition strategy is proposed involving inital oxidative-addition of alkyl-, aryl- and vinyl-halides to Pd(0) followed intermolecular carbopalladation and subsequent intramolecular carbopalladation leading to ring format
Ruthenium(0)-catalyzed hydroarylation of alkynes via ketone-directed C-H functionalization using in situ -generated ruthenium complexes
Hu, Feng,Szostak, Michal
supporting information, p. 9715 - 9718 (2016/08/04)
A versatile method for the Ru(0)-catalyzed hydroarylation of alkynes using weakly-coordinating ketones enabled by the in situ generation of a Ru(0) catalyst from an air-stable, inexpensive and user-friendly Ru(ii) precatalyst is reported for the first time. The method provides straightforward access to a wide range of functionalized ketone building blocks that would be difficult to access by conventional methods. Most crucially, this report demonstrates for the first time that the in situ generated Ru(0) catalysts advance the classic Ru(0)-catalyzed C-H functionalization platform to substrates that would otherwise be unreactive. Product manipulation and mechanistic studies are reported.
Palladium-Catalyzed Reaction of Haloarenes with Diarylethynes: Synthesis, Structural Analysis, and Properties of Methylene-Bridged Arenes
Lee, Che-Wei,Liu, En-Chih,Wu, Yao-Ting
, p. 10446 - 10456 (2015/11/18)
Fluorenes and methylene-bridged polyarenes were easily and efficiently synthesized from haloarenes (or aryl triflates) and diarylethynes by a one-pot, two-step procedure. This protocol involves the palladium-catalyzed cycloisomerization and a subsequent base-mediated retro-aldol condensation. A major advantage is that the starting materials need not have ortho functional groups to complete the annulation. The backbone of the designed products was enlarged using dihaloarenes, highly π-conjugated haloarenes, or diarylalkynes. The mechanism of the formation of benzo[a]fluorene was investigated. The bowl-shaped structure of methylene-bridged indenocorannulene was verified by X-ray crystallography. The photophysical and electrochemical properties of the products thus prepared were investigated.
Synthesis of 1,2-disubstituted acenaphthylenes by palladium-catalyzed annulation reactions of dibromoarenes with internal alkynes
An, Wenbo,Li, Gaoqiang,Ma, Jun,Tian, Youping,Xu, Feng
, p. 1585 - 1590 (2014/07/08)
A simple and versatile route to 1,2-disubstituted acenaphthylenes has been developed. The method involves palladium-catalyzed annulation of 1,8-dibromonaphthalene or 5,6-dibromoacenaphthylene with an internal alkyne, and does not require any organometallic reagent. A range of 1,2-disubstituted acenaphthylenes and 5,6-disubstituted 1,2-dihydrocyclopenta[f,g]acenaphthylenes were prepared in moderate to good yields. The method provides a rapid and simple route to dibenzo[j,l]fluoranthene through an Ullmann coupling. Georg Thieme Verlag Stuttgart New York.
Three-bond breaking of cyclic anhydrides: Easy access to polyfunctionalized naphthalenes and phenanthrenes
Jafarpour, Farnaz,Hazrati, Hamideh,Nouraldinmousa, Sorour
supporting information, p. 3816 - 3819 (2013/09/02)
Benzannulation of phthalic anhydrides with alkynes to polyfunctionalized naphthalenes and phenanthrenes was confirmed to be straightforward using a palladium catalytic system. Sequential liberation of CO2 and CO occurred via oxidative decomposition of anhydride. In the case of 1,8-naphthalenedicarboxylic anhydrides, both aryls were encompassed in the annulation reaction to afford acenaphthylenes.
Synthesis of diarylated aromatic hydrocarbons by dehydroxylation of diols using the titanium(IV) chloride and triethylamine reagent system
Periasamy, Mariappan,Beesu, Mallesh,Shanmugaraja, Masilamani
, p. 2913 - 2918 (2013/10/22)
1,2-Diarylacenaphthylene, 9,10-diarylphenanthrene and 9,10-diarylanthracene derivatives were obtained in good yields (61-92%) in short reaction times (5-30 min) from the corresponding diols with the titanium(III) reagent prepared in situ using the TiCl4/Et3N reagent system in dichloromethane at 25 °C. Georg Thieme Verlag Stuttgart ? New York.
A simple and versatile synthesis of 1,2-diarylacenaphthylenes via Suzuki-Miyaura coupling, and its application in the synthesis of a new acenaphthylene-1,2-bis(p-quinone methide) derivative
Kurata, Hiroyuki,Takehara, Yuko,Kim, Sang,Sakai, Kanae,Matsumoto, Kouzou,Kawase, Takeshi,Oda, Masaji
, p. 2053 - 2056 (2008/02/10)
1,2-Diaryl-substituted acenaphthylene derivatives were prepared simply via Suzuki-Miyaura coupling in good or excellent yields. By applying this method, acenaphthylene-1,2-bis(p-quinone methide) with two 3,5-di-tert-butyl-4- oxocyclohexadienylidene units,
Autocatalytic alkyne cycloadditions: Evidence for colloidal Pt catalysis
Begum, Rowshan Ara,Chanda, Nripen,Ramakrishna,Sharp, Paul R.
, p. 13494 - 13495 (2007/10/03)
Treatment of the four-membered platinacycle L2Pt(1,8-naphthalendiyl) (1) or the five-membered platinacycle L2Pt(1,12-triphenylendiyl) with excess PhCCPh at 120-150 °C gives the coupling products 1,2-diphenylacenaphthalene or 4,5-diphenylbenzo[e]pyrene and the alkyne complex L2Pt(η2-PhCCPh). Both reactions show an accelerating rate, which has been traced to catalysis of the reaction by colloidal platinum formed by the reaction of O2 with L2Pt(η2-PhCCPh). Copyright
Three-Oxygen-Transfer of the Olefinic Double Bond of 1,2-Diphenylacenaphthylene and of 1,2-Diphenyl-3,3,4,4-tetramethylcyclobutene
Schank, Kurt,Buschlinger, Michael
, p. 196 - 202 (2007/10/02)
The olefinic double bond of 1,2-diphenylacenaphthylene (1) is cleaved into its ozonide 2 (respectively into its Baeyer-Villiger rearrangement product 3) via two independent pathways: Pathway A represents the classical ozonolysis (simultaneous three-oxygen
