67535-55-1Relevant academic research and scientific papers
THE REACTION OF 2-SUBSTITUTED-9-(ORTHO-SUBSTITUTED PHENYLMETHYL)FLUOREN-9-YLTRIMETHYLAMMONIUM IONS IN CHLOROFORM. ALKENE FORMATION VIA A CARBOCATION.
Pradhan, J.,Smith, P. J.
, p. 611 - 614 (1982)
The reaction of several quaternary ammonium salts in chloroform is found to give exclusively the alkene product by the E1 mechanism.
Palladium-catalyzed coupling reaction of 2-iodobiphenyls with alkenyl bromides for the construction of 9-(diorganomethylidene)fluorenes
Zhao, Ya-Heng,Wang, Jian-Long,Zhou, Yun-Bing,Liu, Miao-Chang,Wu, Hua-Yue
supporting information, p. 8250 - 8253 (2021/10/12)
An atom economical protocol for the construction of 9-(diorganomethylidene)fluorenes through palladium-catalyzed coupling reactions of 2-iodobiphenyls with alkenyl bromides has been reported. The reaction proceeds through the C-H activation/oxidative addition/reduction elimination/intramolecular Heck coupling reaction to afford a series of 9-(diorganomethylidene)fluorenes with good yields. Control experiments demonstrate that a five-membered palladacycle acts as a key intermediate and β-H elimination serves as the rate-limiting step.
An N-heterocyclic carbene-catalyzed switchable reaction of 9-(trimethylsilyl)fluorene and aldehydes: Chemoselective synthesis of dibenzofulvenes and fluorenyl alcohols
Ma, Yu-Chuan,Luo, Jin-Yun,Zhang, Shi-Chu,Lu, Shu-Hui,Du, Guang-Fen,He, Lin
supporting information, p. 3717 - 3721 (2021/05/04)
An N-heterocyclic carbene-catalyzed synthesis of dibenzofulvenes and fluorenyl alcohols was developed. In the presence of 10 mol% NHC (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) and 4 ? molecular sieves, 9-(trimethylsilyl)fluorene undergoes an olef
Correlated rotations in benzylfluorene derivatives: Structure, conformation, and stereodynamics
Casarini, Daniele,Lunazzi, Lodovico,Mazzanti, Andrea
, p. 2811 - 2818 (2008/09/19)
(Graph Presented) Fluorene derivatives, having substituted benzyl groups bonded to position 9, have been investigated by variable temperature NMR spectroscopy. Stereodynamic processes involving restricted rotation about the fluorenyl-CH2 and ar
New strategies for an efficient removal of the 9- fluorenylmethoxycarbonyl (Fmoc) protecting group in the peptide synthesis
Leggio, Antonella,Liguori, Angelo,Napoli, Anna,Siciliano, Carlo,Sindona, Giovanni
, p. 573 - 575 (2007/10/03)
The aluminium trichloride/toluene system is investigated as a novel, unusual and straightforward reagent for the removal of the 9- fluorenylmethoxycarbonyl (Fmoc) protecting group in the solution peptide synthesis. This procedure avoids any undesired side reactions, such as the frequently observed inversion of the amino acid configuration.
Solvolysis of 2-substituted-9-(ortho-substituted) phenylmethyl)fluoren-9-yltrimethylammonium ions in various solvents
Smith, Peter James,Pradhan, Jyotsna
, p. 1060 - 1071 (2007/10/02)
The solvolytic reaction of several 9-(ortho-substituted phenylmethyl)fluoren-9-yltrimethylammonium salts has been investigated in several different solvents.Substitution and elimination products were found for the reactions in all solvents studied, with the exceptions that rection in both tert-butyl alcohol and chloroform led exclusively to the alkene product.The observed rate constants for alkene formation and the percent alkene were measured and it was found that the di-ortho compounds reacted at a faster rate but produced less alkene than the reaction of the corresponding mono-ortho salts.Hydrogen-deuterium isotope effects were also determined for the various reactions.The results are discussed in terms of the reaction proceeding by way of the E1 mechanism, where steric acceleration promotes the loss of the bulky ammonium leaving group to give the carbocation intermediate.
Solvolysis of 9-(ortho-substituted benzyl)fluorene-9-trimethylammonium ions. The effect of steric crowding.
Pradhan, Jyotsna,Smith, Peter James
, p. 911 - 912 (2007/10/02)
The solvolytic reaction of several 9-(ortho-substituted benzyl)fluorene-9-trimethylammonium salts in ethanol at 57.3 degC has been found to give both the substitution and elimination products.The observed rate constant for alkene formation increases when
