NDLI: Heterobimetallic metallation studies of N,N-dimethylphenylethylamine (DMPEA): benzylic C–H bond cleavage/dimethylamino capture or intact DMPEA complex

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Ramsay, Donna L. Kennedy, Alan R. Mulvey, Robert E. Robertson, Stuart D.
Description	Author Affiliation: Kennedy AR ( WestCHEM, Department of Pure and Applied Chemistry, University of Strathclyde, Glasgow, G1 1XL, UK. r.e.mulvey@strath.ac.uk.)
Abstract	Reaction of the sodium monoamido-bisalkylzincate $[(TMEDA)Na(TMP)(Bu^{t})Zn(Bu^{t})]$ (TMEDA is N,N,N′,N′-tetramethylethylenediamine; TMP is 2,2,6,6-tetramethylpiperidide) and the related lithium zincate $[(PMDETA)Li(TMP)Zn(Bu^{t})_{2}]$ (PMDETA is N,N,N′,N′′,N′′-pentamethyldiethylenetriamine) with the sensitive bio-relevant scaffold N,N-dimethylphenylethylamine, DMPEA, afforded the crystalline complexes $[(TMEDA)Na(TMP)(NMe_{2})Zn(Bu^{t})]$ and $[(PMDETA)Li(NMe_{2})Zn(Bu^{t})_{2}],$ respectively, both of which have been characterized by NMR spectroscopic and X-ray crystallographic studies. Made by reaction of a $LiTMP–(TMP)Al(Bu^{i})_{2}$ mixture with DMPEA, a third dimethylamino-containing crystalline complex, the aluminate $[(THF)Li(TMP)(NMe_{2})Al(Bu^{i})_{2}]$ has been similarly characterized. All three complexes can be regarded as products of cleave and capture chemistry whereby metallation at the benzylic position of DMPEA has led to a β-elimination of an anionic $Me_{2}N$ fragment that has been captured by a charge balancing cationic heterobimetallic entity. While a metallated intermediate prior to the elimination has proved elusive in all of these reactions, DMPEA has been captured fully intact in the novel Lewis acid–Lewis base crystalline complex $[DMPEA·Li(TMP)Zn(Me)_{2}],$ which has also been characterized by the aforementioned techniques.
ISSN	14779226
Issue Number	12
Journal	Dalton Trans.
Volume Number	44
e-ISSN	13645447
Language	English
Publisher	Royal Society of Chemistry
Publisher Date	2015-03-28
Publisher Place	Great Britain (UK)
Access Restriction	Subscribed
Subject Keyword	Chemistry
Content Type	Text
Resource Type	Article
Subject	Inorganic Chemistry

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