Issue 5, 1994

Some chemistry with a chiral phosphine generated from fenchone–pinacolone mixed azine: crystal structure of Z,E-Ph2PCH2C(But)[double bond, length as m-dash]N–N[double bond, length as m-dash]C10H16

Abstract

Treatment of fenchone hydrazone with tert-butyl methyl ketone gave the mixed azine MeC (But)[double bond, length as m-dash]N–N[double bond, length as m-dash]C10H16 which on treatment with LiBun followed by PClPh2 gave the mixed azine monophosphine Z,E-Ph2PCH2C(But)[double bond, length as m-dash]N–N[double bond, length as m-dash]C10H16. This was converted into the corresponding phosphine oxide or phosphine sulfide. The azine monophosphine with [Mo(CO)4(nbd)](nbd = norbornadiene) gave the chelate complex [[graphic omitted][double bond, length as m-dash]C10H16}] which with L undergoes ring-opening to give [Mo(CO)4L{PPh2CH2C(But)[double bond, length as m-dash]N–N[double bond, length as m-dash]C10H16}](L = CO, CN But or CNMe) with monodentate phosphine. Corresponding tungsten complexes [[graphic omitted][double bond, length as m-dash]C10H16}] and [W(CO)4L{PPh2CH2C(But)[double bond, length as m-dash]N–N[double bond, length as m-dash]C10H16}](L = CNBut or CNMe) were also prepared. Crystals of Z,E-Ph2PCH2C(But)[double bond, length as m-dash]N–N[double bond, length as m-dash]C10H16 are monoclinic, space group P21 with a= 11.0737(8), b= 11.0377(9), c= 11.1072(7)Å, β= 110.60(5)° and Z= 2 for 3492 observed reflections. Proton, 31P-{1H}, 13C-{1H} NMR, IR and mass spectral data are given.

Article information

Article type
Paper

J. Chem. Soc., Dalton Trans., 1994, 713-718

Some chemistry with a chiral phosphine generated from fenchone–pinacolone mixed azine: crystal structure of Z,E-Ph2PCH2C(But)[double bond, length as m-dash]N–N[double bond, length as m-dash]C10H16

S. D. Perera, B. L. Shaw and M. Thornton-Pett, J. Chem. Soc., Dalton Trans., 1994, 713 DOI: 10.1039/DT9940000713

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