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Unprecedented metal-free C(sp3)-C(sp3) bond cleavage; switching from N-alkyl- to N-methyl-1,3,5-triaza-7-phosphaadamantane.
Autorzy
Rok wydania
2009
Czasopismo
Numer woluminu
28
Strony
1683-1687
DOI
10.1021/om801026a
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
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(sp3)−C(sp3) 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.
Adres publiczny
https://doi.org/10.1021/om801026a
Strona internetowa wydawcy
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