Reaction of dimethylaluminumfluoride with primary amines RNH2 (R = t-Bu, 2,6-i-Pr2C6H3)

ISSN
0022-1139
Date Issued
2000
Author(s)
Rennekamp, C.
Mueller, P.
Noltemeyer, M.
Schmidt, H. G.
Uson, I.
DOI
10.1016/S0022-1139(99)00236-5
Abstract
The first few steps of the title reaction of two bulky substituted primary amines with dimethylaluminumfluoride have been investigated in toluene. For RNH2 (R = 2,6-i-Pr2C6H3) the formation of an unexpected ring system (Me-2)Al-4(NHR)(2)F-2 (1, R = 2,6-i-Pr2C6H3) is observed. The reaction was repeated in an NMR tube and monitored by F-19 NMR spectroscopy. The product of Me2AlF and RNH2 (R = t-Bu) offers more information about the initial step of the reaction. During the course of the reaction the (Me2AlF)(4) ring is cleaved and yields the adduct Me2AlF . NH2R (2, R = t-Bu), which has a polymeric structure in the solid state. In both reactions no methane evolution was observed. (C) 2000 Elsevier Science S.A. All rights reserved.