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Alkali Metal-Mediated Schlenk Dimerization of a Phosphorus-Substituted Alkene. Synthesis and Crystal Structures of Li, Na, and K Derivatives of a Phosphorus-Stabilized Butane-l,4-diide Ligand

Lookup NU author(s): Dr Keith Izod, Emeritus Professor William McFarlane, Brent Tyson, Emeritus Professor Bill CleggORCiD, Dr Ross Harrington, Dr Stephen Liddle


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Treatment of the vinylidene phosphine (Ph2P) 2C=CH2 (1) with either Li or Na in THF yields the bis(diphosphinomethanide) complexes {(THF)2Li(Ph2P) 2CCH2}2 (2), {(pmdeta)2Li(Ph2P) 2CCH2}2·(PhMe)3 (6), and [{(tmeda) 1.5Na(Ph2P)2CCH2}2]n (3b), after recrystallization [tmeda = N,N,N′,N′-tetramethylethylenediamine, pmdeta = N,N,N′,N′,N′-pentamethyldiethylenetriamine]. Treatment of 1 with K under the same conditions results in ligand degradation to give K(PPh2), which was isolated as the adduct {(pmdeta)K(PPh 2)}n (4) after recrystallization from toluene/pmdeta, and unidentified organopotassium products. The potassium bis(diphosphinomethanide) [{(Ph2P)2CCH2CH2C(PPh 2)2}2K4(pmdeta)(DME)3· (PhMe) 2]n (5) may be accessed via a metathesis reaction between 2 and KO-t-Bu in ether, followed by recrystallization from toluene/DME in the presence of pmdeta [DME = 1,2dimethoxyethane]. Compounds 3b, 4, 5, and 6 have been characterized by multielement NMR spectroscopy and X-ray crystallography.

Publication metadata

Author(s): Izod K, McFarlane W, Tyson BV, Clegg W, Harrington RW, Liddle ST

Publication type: Article

Publication status: Published

Journal: Organometallics

Year: 2003

Volume: 22

Issue: 18

Pages: 3684-3690

ISSN (print): 0276-7333

ISSN (electronic): 1520-6041

Publisher: American Chemical Society


DOI: 10.1021/om030393l


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