79449-05-1Relevant academic research and scientific papers
A hexanuclear gold cluster supported by three-center-two-electron bonds and aurophilic interactions
Smirnova, Ekaterina S.,Echavarren, Antonio M.
, p. 9023 - 9026 (2013)
A heart of gold: The first hexanuclear gold cluster formed exclusively by gold(I) centers (see picture; Au-yellow, C-black, P-purple) has been shown to be catalytically active for the activation of alkynes under homogeneous conditions. Copyright
Rh(II)-Catalyzed Alkynylcyclopropanation of Alkenes by Decarbenation of Alkynylcycloheptatrienes
Echavarren, Antonio M.,Mato, Mauro,Montesinos-Magraner, Marc,Sugranyes, Arnau R.
supporting information, p. 10760 - 10769 (2021/07/28)
Alkynylcyclopropanes have found promising applications in both organic synthesis and medicinal chemistry but remain rather underexplored due to the challenges associated with their preparation. We describe a convenient two-step methodology for the alkynyl
Arylallenes and the halogeno-B(C6F5)2 reagents: Facile formation of 2-borylindenes
Tao, Xin,Daniliuc, Constantin G.,Soloviova, Kateryna,Strassert, Cristian A.,Kehr, Gerald,Erker, Gerhard
, p. 10166 - 10169 (2019/08/30)
Phenylallene reacts rapidly with ClB(C6F5)2 to give the respective 2-borylindene. Several substituted allenylarenes form the respective 2-B(C6F5)2 boryl-substituted indenes upon treatment with ClB(C6F5)2 or BrB(C6F5)2 as well. Bis- and tris-allenylarenes form the corresponding products featuring multiple five-membered ring annulations, including a symmetrical tris-borylated dihydro-1H-trindene derivative. The B(C6F5)2 borylindenes show fluorescence properties.
Gold(I) carbenes by retro-buchner reaction: Generation and fate
Wang, Yahui,McGonigal, Paul R.,Herle, Bart,Besora, Maria,Echavarren, Antonio M.
supporting information, p. 801 - 809 (2014/02/14)
The fate of the aryl gold(I) carbenes generated by retro-Buchner reaction of ortho-substituted 7-aryl-1,3,5-cycloheptatrienes is dependent on the constitution of the ortho substituent. Indenes and fluorenes are obtained by intramolecular reaction of highly electrophilic gold(I) carbenes with alkenes and arenes. According to density functional theory calculations, the gold-catalyzed retro-Buchner process occurs stepwise, although the two carbon-carbon cleavages occur on a rather flat potential energy surface.
Gold for the generation and control of fluxional barbaralyl cations
McGonigal, Paul R.,De Leon, Claudia,Wang, Yahui,Homs, Anna,Solorio-Alvarado, Cesar R.,Echavarren, Antonio M.
, p. 13093 - 13096 (2013/03/13)
Fluxional molecules which rapidly pass back and forth between a large number of constitutional isomers through low-energy rearrangements have fascinated chemists owing to their role in the study of fundamental theoretical concepts[ 2] and their potential to adapt their chemical structures in response to their environment or to act as prototypical molecular transport systems. They represent a facet of systems chemistry that is relatively unexplored, in which a dynamic structural library can be contained within a single molecule. The 9-barbaralyl cation (1) is a hugely fluxional C9H9 + hydrocarbon that exists as a mixture of 181 400 degenerate forms which interconvert rapidly at temperatures as low as -135 °C-each carbon atom may exchange with every other carbon atom in the structure through a series of pericyclic reactions. Unlike the neutral homologues semibullvalene (2; two degenerate tautomers) and bullvalene (3; 1209600 degenerate tautomers), which are stable compounds under ambient conditions, 1 is highly reactive and undergoes irreversible rearrangement to 1,4-bishomotropylium cation (4) above -125 °C. Functionalized barbaralanes may be suitable candidates for switchable, fluxional molecules. However, the difficulty in handling these compounds coupled with the low-yielding, multistep syntheses and harsh reaction conditions (typically featuring strongly or super acidic media) employed in the generation of 1 and its derivatives have so far limited the extent to which the chemistry of this fascinating dynamic carbon skeleton has been explored.
Low-valent niobium-mediated synthesis of indenes: Intramolecular coupling reaction of CF3 group with alkene C-H bond
Fuchibe, Kohei,Mitomi, Ken,Akiyama, Takahiko
, p. 24 - 25 (2007/10/03)
CF3 group of o-alkenyl-α,α,α-trifluorotoluenes underwent intramolecular coupling reaction with the alkene C-H bond under NbCl5/LiAlH4 system. Substituted indenes were obtained in good yields. Copyright
Catalysts for thermoplastic elastomeric olefin polymers
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, (2008/06/13)
This invention is directed to novel catalysts the structure and activity of which can be controlled to produce a wide range of alpha olefin polymers and co-polymers, and preferably for the production of stereoblock poly alpha olefins comprising a wide ran
Process for preparing 2-aryl-substituted indenes
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, (2008/06/13)
A process is disclosed for preparing 2-aryl-substituted indenes by reacting an indene with an arene compound substituted with an halogen atom, preferably a iodine atom, or with an organosulphonate group, said reaction being carried out in a basic medium i
SYNTHESIS OF INDENES FROM PHENYLPROPANONES USING ALUMINA CATALYST
Jayamani, M.,Pant, Nalin,Ananthan, S.,Narayanan, K.,Pillai, C. N.
, p. 4325 - 4332 (2007/10/02)
1,3-Diphenylpropan-2-one undergoes dehydration over alumina at around 400 deg C to form 1,3-diphenylallene which cyclizes to 2-phenylindene.Since the parent ketone can be obtained under the reaction conditions from phenylacetic acid, the present reaction forms a one step syntheses of 2-phenylindene from phenylacetic acid. 3- and 4-methylphenylacetic acids also give the corresponding indenes. 1,3-Diphenylpropan-1-ones also give phenylindenes, presumably by a direct cyclodehydration reaction.
Response of Acidity and Magnetic Rtesonance Properties to Aryl Substitution in Carbon Acids and Derived Carbanions: 2- and 3-Arylindenes
Greifenstein, Linda G.,Lambert, Joseph B.,Nienhuis, Ronald J.,Fried, Herbert E.,Pagani, Giorgio A.
, p. 5125 - 5132 (2007/10/02)
Substitution in the aryl ring of 2- and 3-arylindenes has been used to examine the acidity of these hydrocarbons and the charge density and ion pair structure of their anions.Acidities were measured for the 2-arylindenes both in pure Me2SO and in Me2SO-H2
