Selection of the cis and trans phosph(III)azane macrocycles [{P(mu-NtBu)}2(1-Y-2-NH-C6H4)]2(Y=O, S) |
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Authors: | Garcia Felipe Goodman Jonathan M Kowenicki Richard A McPartlin Mary Riera Lucia Silva Maria A Wirsing Andreas Wright Dominic S |
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Institution: | Chemistry Department, University of Cambridge, Lensfield Road, Cambridge, UK CB2 1EW. dsw1000@cus.cam.ac.uk. |
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Abstract: | The 1 : 1 reactions of ClP(mu-NtBu)]2 with the difunctional aromatic amines 1,2-1-YH-2-NH2-C6H4 in the presence of Et3N give the dimeric phosph(III)azane macrocycles {P(mu-NtBu)2(1-Y-2-HN-C6H4)]2, predominantly as the cis isomer in the case of Y=O (1.cis) and as the trans isomer for Y=S (2.trans). Model M.O. calculations suggest that the selection of the cis and trans isomers is not thermodynamically controlled. The alternative isomers 1.trans and 2.cis are generated exclusively by the deprotonation of the model intermediates (1-Y-2-NH2-C6H4)P(mu-NtBu)]2Y=O (3), S (4)] with nBuLi followed by cyclisation with ClP(mu-NtBu)]2. The solid-state structures of 1.cis/trans(50 : 50), 2.cis, 3 and 4 are reported. |
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