Self-Assembly of Di- and Tri-Nuclear Metal Helicates Containing Homochiral Poly(Tertiary Phosphines) and Related Compounds

Airey, Anthea L.; Bowyer, Paul K.; Cook, Vernon C.; Naseri, N. G.; Swiegers, Gerhard F.; Willis, Anthony C.; Wild, S. Bruce

doi:10.1080/10426509908546237

Cited by 2 publications

(1 citation statement)

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“…Wild and co-workers reported the syntheses and coordination behaviors of optically active P-stereogenic tetraphosphines and hexaphosphines, which were obtained by separating a mixture of stereoisomers by column chromatography and successive complexation with chiral palladium complexes. [17][18][19][20][21][22][23] Our group [14][15][16] and Imamoto's group [24][25][26][27][28][29] independently succeeded in synthesizing optically active P-stereogenic tetraphosphines ( Figure 1) through different synthetic routes. Imamoto et al 28 prepared their transition metal complexes, and the obtained complexes were used as chiral catalysts for transition metal-catalyzed asymmetric hydrogenations.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of unsymmetrical P-stereogenic oligophosphines and chemoselective cleavage of phosphine-borane coordinate bonds

Imoto

Kato

Morisaki

et al. 2012

Polym J

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This paper describes the synthetic details and coordination abilities of optically active P-stereogenic tetraphosphine and hexaphosphine with different substituted groups on their phosphorus atoms. The polymers consist of two types of phosphine units, that is, tert-butyl-and phenylphosphines. The boranes on the phenylphosphine moieties were chemoselectively removed by organic base such as diazabicyclo[2. Keywords: chemoselectivity; coordination; oligomer; P-chirality INTRODUCTION Phosphorus atom is a unique element in its ability to create chiral architectures because a trivalent phosphorus atom can adopt a conformationally stable tetrahedral structure arising from its high inversion energy. 1 In fact, several such P-stereogenic phosphines have been prepared, and in particular, P-stereogenic bisphosphines have been widely employed as chelate ligands for transition metal-catalyzed asymmetric reactions. [2][3][4][5][6] However, despite the widespread use of P-stereogenic phosphines, polymers containing chiral phosphorus atoms in their backbones have rarely been prepared. 7 Recently, we synthesized P-stereogenic optically active polymers 8-13 and oligomers 14-16 using P-stereogenic bisphosphines as chiral building blocks. These molecules formed higher-ordered chiral structures derived from P-stereogenic centers, and their conformations could be controlled through metal coordination with bisphosphine moieties. [11][12][13] On the other hand, well-defined oligophosphines could potentially be used as platforms for binding transition metals in an orderly fashion. Several types of optically active P-stereogenic oligophosphines have already been prepared (Figure 1). Wild and co-workers reported the syntheses and coordination behaviors of optically active P-stereogenic tetraphosphines and hexaphosphines, which were obtained by separating a mixture of stereoisomers by column chromatography and successive complexation with chiral palladium complexes. [17][18][19][20][21][22][23] Our group 14-16 and Imamoto's group 24-29 independently succeeded in synthesizing optically active P-stereogenic tetraphosphines (Figure 1) through different synthetic routes. Imamoto et al. 28 prepared their transition metal complexes, and the obtained complexes were used as chiral catalysts for transition metal-catalyzed asymmetric hydrogenations.

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