95-13-6Relevant articles and documents
Spontaneous resolution versus formation of racemic crystals of indenylpotassium complexes
Olsson, Susanne,Lennartson, Anders,Hakansson, Mikael
, p. 131 - 135 (2013)
During a study of stereochemically labile organometallic reagents, we found that crystallisation of [K(ind)(pmdta)]n (ind = indenyl, pmdta = N,N,N',N'',N''-pentamethyldiethylenetriamine) from tetrahydrofuran (THF) gave rise to three different crystalline phases depending on the concentration. The more concentrated solutions gave racemic crystals of the previously known coordination polymer [K(ind)(pmdta)]n, a-1. More dilute solutions gave crystals of a new phase, b-1, which was found to undergo spontaneous resolution. From even more dilute solutions, we were able to isolate a chiral inclusion compound with THF, 2, which also undergoes spontaneous resolution. Crystals of b-1 and 2 were enantiomerically pure, and since b-1 is a reactive organometallic reagent, attempts were made to use the crystals in enantioselective synthesis. Reacting single crystals with N-chlorosuccinimide gave rise to chiral 1-chloroindene, but no enantiomeric excess was observed.
INDENODIAZETINE: PREPARATION AND THERMAL DIAZETATION
Pincock, J. A.,Druet, Linda M.
, p. 3251 - 3252 (1980)
The preparation of an aryl substitued diazetine and the kinetics for its thermal decomposition to nitrogen and alkene are reported.
Mehrfachbindungen zwischen Hauptgruppenelementen und Uebergangsmetallen. CXLIII. Indenyltrioxorhenium(VII): Organometalloxid mit dynamischer Struktur
Herrmann, Wolfgang A.,Kuehn, Fritz E.,Romao, Carlos C.
, p. C56 - C59 (1995)
Indenyltrioxorhenium(VII), (C9H7)ReO3, was synthesized from Re2O7 and (indenyl)tris(n-butyl)tin.It is a moisture- and temperature-sensitive compound (dec. -30 deg C), the structure of which adopts η1-coordination of the organic ligand.According to 1H NMR studies, a haptotropic structural rearrangement occurs at > -25 deg C in solution (1,3-shift mechanism).Decomposition studies show a concentration decay of the title compound in anhydrous solution, with formation of ReO3 and indene.Keywords: Rhenium; Indenyl; Dynamic structure; NMR
Mild and efficient desulfurization of thiiranes with MoCl5/Zn system
Lee, Yeong Jin,Shin, Jeong Won,Yoo, Byung Woo
, (2021/11/10)
Desulfurization of a variety of thiiranes to alkenes occurs chemoselectively in high yields upon treatment with MoCl5/Zn system under mild conditions. The new methodology demonstrates high functional group tolerance toward chloro, bromo, fluoro, methoxy, ester, ether and keto groups.
Electro-mediated PhotoRedox Catalysis for Selective C(sp3)–O Cleavages of Phosphinated Alcohols to Carbanions
Barham, Joshua P.,K?nig, Burkhard,Karl, Tobias A.,Reiter, Sebastian,Tian, Xianhai,Yakubov, Shahboz,de Vivie-Riedle, Regina
supporting information, p. 20817 - 20825 (2021/08/18)
We report a novel example of electro-mediated photoredox catalysis (e-PRC) in the reductive cleavage of C(sp3)?O bonds of phosphinated alcohols to alkyl carbanions. As well as deoxygenations, olefinations are reported which are E-selective and can be made Z-selective in a tandem reduction/photosensitization process where both steps are photoelectrochemically promoted. Spectroscopy, computation, and catalyst structural variations reveal that our new naphthalene monoimide-type catalyst allows for an intimate dispersive precomplexation of its radical anion form with the phosphinate substrate, facilitating a reactivity-determining C(sp3)?O cleavage. Surprisingly and in contrast to previously reported photoexcited radical anion chemistries, our conditions tolerate aryl chlorides/bromides and do not give rise to Birch-type reductions.