Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/99768
Title: Synthesis of phosphorus(V)-stabilized geminal dianions : the cases of mixed P═X/P→BH3 (X = S, O) and P═S/SiMe3 derivatives
Authors: Heuclin, Hadrien
Fustier-Boutignon, Marie
Ho, Samuel Ying-Fu
Goff, Xavier-Frédéric Le
Carenco, Sophie
So, Cheuk-Wai
Mézailles, Nicolas
Keywords: DRNTU::Science::Chemistry::Organic chemistry::Organometallic compounds
Issue Date: 2013
Source: Heuclin, H., Fustier-Boutignon, M., Ho, S. Y. F., Goff, X. F. L., Carenco, S., So, C. W., et al. (2013). Synthesis of phosphorus(V)-stabilized geminal dianions : the cases of mixed P═X/P→BH3 (X = S, O) and P═S/SiMe3 derivatives. Organometallics, 32(2), 498-508.
Series/Report no.: Organometallics
Abstract: The monodeprotonation of [CH2(PPh2→BH3)(PPh2═E)] (E = S (6), O (7)) afforded [CH(PPh2→BH3)(PPh2═E)]− (E = S (6-), O (7–)), whose structures were confirmed by X-ray crystallography. The kinetics of the second deprotonation appeared to be crucial in efficient synthesis of the corresponding dianions. Thus, the double deprotonation of 6 only led to 62–; the analogous reaction with 7 was slower and resulted only in the partial formation of 72–. Double deprotonation of the compound [CH2(SiMe3)(PPh2═S)] (8) also resulted in the partial formation of [C(SiMe3)(PPh2═S)]2- (82–), whose structure was confirmed by X-ray crystallography. The rare monomeric Mg carbene compound [MgC(PPh2→BH3)(PPh2═S)] (9) was obtained by the reaction of 6 with Mg(nBu)2. The X-ray structure of 9 is presented.
URI: https://hdl.handle.net/10356/99768
http://hdl.handle.net/10220/17652
DOI: http://dx.doi.org/10.1021/om300954a
Fulltext Permission: none
Fulltext Availability: No Fulltext
Appears in Collections:SPMS Journal Articles

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