1986
DOI: 10.1055/s-1986-31510
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A Simple Synthesis and Some Synthetic Applications of Substituted Phosphide and Phosphinite Anions

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Cited by 111 publications
(32 citation statements)
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“…Interestingly, this regioselectivity is the opposite to that found for the nucleophilic opening of phenyl epoxide and phenyl episulfide with lithium phosphides; in that context, the attack of the nucleophile proceeds regioselectively at the less-hindered site. [21] The ring-opening reaction proceeds with complete inversion of the configuration at the stereogenic centre, as is demonstrated by X-ray crystal structure determinations of some derived metal complexes. [12,15] The opposite regioselectivity is observed in the ring-opening reaction of (R)-1-benzylspiro[2.4]hepta-4,6-diene and (S)-1-cyclohexylspiro[2.4]hepta-4,6-diene, which lack the activated benzylic position in the cyclopropane ring.…”
Section: Synthesis Of the Ligandsmentioning
confidence: 92%
“…Interestingly, this regioselectivity is the opposite to that found for the nucleophilic opening of phenyl epoxide and phenyl episulfide with lithium phosphides; in that context, the attack of the nucleophile proceeds regioselectively at the less-hindered site. [21] The ring-opening reaction proceeds with complete inversion of the configuration at the stereogenic centre, as is demonstrated by X-ray crystal structure determinations of some derived metal complexes. [12,15] The opposite regioselectivity is observed in the ring-opening reaction of (R)-1-benzylspiro[2.4]hepta-4,6-diene and (S)-1-cyclohexylspiro[2.4]hepta-4,6-diene, which lack the activated benzylic position in the cyclopropane ring.…”
Section: Synthesis Of the Ligandsmentioning
confidence: 92%
“…All solvents were dried with standard methods, distilled before use and stored under nitrogen atmosphere. Ligands Ph 2 PCH 2 COOH and Ph 2 PCH 2 -CH 2 COOH were prepared according to the literature procedures [14]. The adt-and the pdt-bridged all-CO diiron complexes 1 and 2 were synthesized following reported protocols [15][16][17].…”
Section: Instruments and Materialsmentioning
confidence: 99%
“…Racemic (2-hydroxybutyl)diphenylphosphine was prepared according to a modified literature procedure by reaction of potassium diphenylphosphide with 1,2-epoxybutane followed by hydrolysis [8], NMR: Jeol GX 400, Jeol JNM-LA400; CDCI3 as sol vent and internal standard, converted to TMS for 1H and 13C{1H}; H3PO4 (85%) as external standard for 31P{' H}; spectra were measured at room temperature, unless noted otherwise. -MS: Finnigan MAT 90 (fast atom bombard ment).…”
Section: Experimental Partmentioning
confidence: 99%
“…It was also antici pated that the presence of a hydroxyl group at the chiral ligand would lead to a directional influence on the solid state structure through the build-up of hydrogen bonds supporting the aggregation through other forces like aurophilicity [7], Synthesis and Structure of 1:1 Complexes A racemic mixture of (2-hydroxybutyl)diphenylphosphine (L) was chosen as a ligand prototype with a center of chirality in its alkyl substituent and with a hydroxyl group as one of the functions at the asymetrical carbon atom. This compound is read ily prepared from potassium diphenylphosphide and 0 9 3 9 -5 0 7 5 /9 7 /1 2 0 0 -1 4 1 ,2-epoxy-butane following a modified literature procedure [8] and may also serve as synthon to prepare further functionalized chiral phosphines or diphosphines.…”
Section: Introductionmentioning
confidence: 99%