2177-45-9Relevant academic research and scientific papers
Photoinduced Skeletal Rearrangement of Alkylindenes
Morrison, Harry,Giacherio, David,Palensky, Frederick J.
, p. 1051 - 1058 (2007/10/02)
The indene phototransposition reaction, a skeletal rearrangement of certain alkylindenes involving an interchange of carbons 1 and 1 (eq 2), is described.The postulated mechnism (Scheme II) involves a closure followed by a sigmatropic shift, opening to an isoindene and 1,5 hydrogen shifts to re-form the indene system.Results of experiments with indenes containing different alkyl groups at C1 and C2 and with 1,1-dimethylindene lend support to the proposed scheme.Experiments with (+)-1,2-dimethylindene indicate that the net migration of C1 to C3,necessary for transposition, occurs with clean inversion at C1 (as would be expected for a ground-state, four-electron, electrocyclic reaction).The reaction derives from the excited singlet state, and partial movement along the initial reaction surface appears to provide an efficient path for S1 radiationless decay.
NITRO COMPOUNDS AS ALKYLATING REAGENTS IN FRIEDEL-CRAFTS CONDITIONS REACTION OF 2-NITROPROPANE WITH BENZENE
Bonvino, V.,Casini, G.,Ferappi, M.,Cingolani, G. M.,Pietroni, B. R.
, p. 615 - 620 (2007/10/02)
Friedel-Crafts reaction of benzylic or tertiary nitro compounds with benzene gave normal alkylation products.Similarly, 2-nitropropane (2-NP) gave cumene (1) which underwent further transformation affording a mixture whose behaviour with time was investigated: results were consistent with oxidative formation of the cumyl carbonium ion (7').
