Journal
ORGANOMETALLICS
Volume 28, Issue 6, Pages 1683-1687Publisher
AMER CHEMICAL SOC
DOI: 10.1021/om801026a
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Funding
- FCT, POCI 2010 (FEDER)
- Science 2007
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N-Alkyl-1,3,5-triaza-7-phosphadamantane halides [PTA-R]X (X = I-, Br-) with more than two carbon atoms in the alkyl chain are shown to easily convert, under mild conditions in aqueous medium, into the corresponding N-methyl derivatives, thus representing a novel type of metal-free C(sp(3))-C(sp(3)) bond cleavage that affects inert, unstrained, and unbranched aliphatic groups. This unusual transformation is promoted by Cu ions and is proposed to occur via a postulated ammonium ylide. In the presence of Cu ions, this C-C bond dissociation is also a key point for the formation of a unique 2D Cu(I) coordination polymer with a rare P,N-coordination mode of the PTA cage.
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