Preparation and Reactions of Base-FreeBis(1,2,4-tri-tert-butylcyclopentadienyl)uranium Methylimide, Cp'2U=NMe,and Related Compounds

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The uranium metallocenes, [eta5-1,3-(Me3E)2C5H3]2UMe2 (E =C, Si), react with NH3 to give the dimers{[eta5-1,3-(Me3E)2C5H3]2U}2(mu-NH)2 (E = C (1), Si (2)) but withp-toluidine to give the monomeric diamides,[eta5-1,3-(Me3E)2C5H3]2U(NH-p-tolyl)2 (E = C (3), Si (4)). The diamides[eta5-1,3-(Me3E)2C5H3]2U(NH-p-tolyl)2 (E = C (3), Si (4)) do noteliminate p- toluidine but sublime intact at 140oC in vacuum. The uraniummetallocene, [eta5-1,2,4-(Me3C)3C5H2]2UMe2, reacts with RNH2 to yield[eta5-1,2,4-(Me3C)3C5H2]2U(NHR)2 (R = Me (8), PhCH2 (9), p-tolyl (10)),which are isolated as crystalline solids. In benzene solution thesediamides are in equilibrium with [eta5-1,2,4-(Me3C)3C5H2]2U=NR, which maybe isolated pure when R is Me (11) or p-tolyl (12), and the primaryamine. The monomeric imide, ... continued below

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Zi, Guofu; Blosch, Laura L.; Jia, Li & Andersen, Richard A. May 27, 2005.

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The uranium metallocenes, [eta5-1,3-(Me3E)2C5H3]2UMe2 (E =C, Si), react with NH3 to give the dimers{[eta5-1,3-(Me3E)2C5H3]2U}2(mu-NH)2 (E = C (1), Si (2)) but withp-toluidine to give the monomeric diamides,[eta5-1,3-(Me3E)2C5H3]2U(NH-p-tolyl)2 (E = C (3), Si (4)). The diamides[eta5-1,3-(Me3E)2C5H3]2U(NH-p-tolyl)2 (E = C (3), Si (4)) do noteliminate p- toluidine but sublime intact at 140oC in vacuum. The uraniummetallocene, [eta5-1,2,4-(Me3C)3C5H2]2UMe2, reacts with RNH2 to yield[eta5-1,2,4-(Me3C)3C5H2]2U(NHR)2 (R = Me (8), PhCH2 (9), p-tolyl (10)),which are isolated as crystalline solids. In benzene solution thesediamides are in equilibrium with [eta5-1,2,4-(Me3C)3C5H2]2U=NR, which maybe isolated pure when R is Me (11) or p-tolyl (12), and the primaryamine. The monomeric imide, [eta5-1,2,4-(Me3C)3C5H2]2U=NMe (11), reactswith R'=CR' to yield the cycloaddition products[eta5-1,2,4-(Me3C)3C5H2]2U[N(Me)C(R')=C(R')](R' = Me (15), Ph (16)),which react with excess MeNH2 to regenerate the diamide[eta5-1,2,4-(Me3C)3C5H2]2U(NHMe)2 (8) and MeN=C(R')CH(R'). Themethylimide, [eta5-1,2,4-(Me3C)3C5H2]2U=NMe (11), does not react withMe3SiX reagents; a model is proposed that rationalizes this reactivitypattern.

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  • Journal Name: Organometallics; Journal Volume: 24; Journal Issue: 19; Related Information: Journal Publication Date: September 12,2005

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  • Report No.: LBNL--59365
  • Grant Number: DE-AC02-05CH11231
  • DOI: 10.1021/om050427k | External Link
  • Office of Scientific & Technical Information Report Number: 926471
  • Archival Resource Key: ark:/67531/metadc894504

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  • May 27, 2005

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  • Sept. 27, 2016, 1:39 a.m.

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Zi, Guofu; Blosch, Laura L.; Jia, Li & Andersen, Richard A. Preparation and Reactions of Base-FreeBis(1,2,4-tri-tert-butylcyclopentadienyl)uranium Methylimide, Cp'2U=NMe,and Related Compounds, article, May 27, 2005; Berkeley, California. (digital.library.unt.edu/ark:/67531/metadc894504/: accessed July 17, 2018), University of North Texas Libraries, Digital Library, digital.library.unt.edu; crediting UNT Libraries Government Documents Department.