54288-29-8Relevant academic research and scientific papers
Supported palladium nanoparticle-catalysed Suzuki–Miyaura cross-coupling approach for synthesis of aminoarylbenzosuberene analogues from natural precursor
Bharti, Richa,Bal Reddy,Kumar, Sandeep,Das, Pralay
, (2017/09/30)
A semi-synthetic method has been developed for the synthesis of aminoarylbenzosuberenes (AABs) from naturally occurring himachalenes, an isomeric mixture of sesquiterpenes present in Cedrus deodara oil. Polymer-stabilized Pd(0) nanoparticle-catalysed Suzu
Selective arylation at the vinylic site of cyclic olefins
Wu, Xiaojin,Zhou, Jianrong
supporting information, p. 4794 - 4796 (2013/06/05)
Cyclic olefins usually give Heck products having an aryl ring residing at the allylic or homoallylic position. We describe herein a new method that allows arylation at the vinylic position of various cyclic olefins.
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
Nickel-catalyzed carboannulation reaction of o-bromobenzyl zinc bromide with unsaturated compounds
Deng, Ruixue,Sun, Liangdong,Li, Zhi
, p. 5207 - 5210 (2008/09/17)
(Chemical Equation Presented) A number of indenes have been prepared in good yields by treating o-bromobenzyl zinc bromide 1 with various terminal and internal alkynes in the presence of a nickel catalyst. The nickel-catalyzed carboannulation reaction was successfully extended to the synthesis of indane derivatives by reaction of 1 with acrylates and styrene.
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
Regioselectivity and Stereoselectivity in the Photodimerization of Rigid and Semirigid Stilbenes
Wolff, Thomas,Schmidt, Friedrich,Volz, Peter
, p. 4255 - 4262 (2007/10/02)
The (2? + 2?)-photodimerizations of 2-phenylindene (1), 2-(4-methoxyphenyl)indene (9), and 5,10-dihydroindenoindene (2) were investigated in a variety of homogenous and micellar solvents.Four isomeric photodimers were formed from 1 and 9: syn-head-to-tail, syn-head-to-head, anti-head-to-tail, and anti-head-to-head.Relative yields of these as well as syn/anti- and head-to-tail (ht)/head-to-head (hh) ratios were determined in various solvents and as a function of temperature.In 1 syn/anti ratios ranged from 1.07 to 1.62 ht/hh ratios from 0.88 to 1.28.In 9 syn/anti ratios between 0.83 and 2.55 and ht/hh ratios between 0.4 and 1.2 were found; preferred formation of anti and hh products was observed in micellar solvents as expected from preorientation of reactants.Two photodimers (ht and hh) were found upon irradiation of 2. ht/hh ratios ranged from 0.89 to 1.56.The variations of these ratios can be understood on the basis of a kinetic scheme, in which individual excimer states as precursors of the respective dimers are involved.
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
