Synthesis and crystal structures of new sodium phenolate compounds: coordination chemistry

Binda, Pascal I.; Hill, Brittany R.; Skelton, Brian W.

doi:10.1080/00958972.2018.1445237

Cited by 5 publications

(6 citation statements)

References 34 publications

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“…A dimeric structural motif of these compounds is rare in sodium chemistry—there are only two reported examples. 30 Other examples of sodium complexes cointaining similar substituents can also be found in the literature. 31 − 38 …”

Section: Resultsmentioning

confidence: 91%

“…A dimeric structural motif of these compounds is rare in sodium chemistrythere are only two reported examples. 30 Other examples of sodium complexes cointaining similar substituents can also be found in the literature. 31−38 Unarguably, the most interesting outcome of this reaction was observed when the process was performed with an excess of MeI.…”

Section: ■ Results and Discussionmentioning

confidence: 91%

“… , The metal cations are surrounded by both the bridging oxygen atoms and terminal nitrogen donors of the aminophenolate ligands, with their coordination spheres staffed additionally by THF molecules for L Met -Na and L Ox -Na complexes or N-donor atoms of the amine arm substituents for the L Pic -Na complex. A dimeric structural motif of these compounds is rare in sodium chemistrythere are only two reported examples . Other examples of sodium complexes cointaining similar substituents can also be found in the literature. − …”

Section: Resultsmentioning

confidence: 98%

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Scrabbling around in Synthetic Nuances Managing Sodium Compounds: Bisphenol/Bisnaphthol Synthesis by Hydroxyl Group Masking

et al. 2020

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A unique method of bisphenol/bisnaphthol synthesis is being proposed, serendipitously discovered in the course of the careful analysis of an aminophenol methylation reaction. The insightful exploration of the synthesis of N- or O-methylated species, originating from functionalized phenols obtained by a conventional strategy, provided the opportunity to discover an unexpected reaction pathway yielding various bisphenols. Sodium complexes were found to be crucial intermediates in the synthetic scenario. Their formation, which is usually an imperceptive step, was substantial for the productive outcome of functional group protection. Thorough exploration revealed an essential structural motif of aminophenolate, necessary for the successful outcome of the reaction, and also enabled establishing the limitations of the new method. The work demonstrated that a slight change in the perspective and close inspection of the synthetic nuances can answer the important question concerning what a specific target-oriented synthesis strategy is lacking.

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Section: Resultsmentioning

confidence: 91%

Section: ■ Results and Discussionmentioning

confidence: 91%

Section: Resultsmentioning

confidence: 98%

See 1 more Smart Citation

Scrabbling around in Synthetic Nuances Managing Sodium Compounds: Bisphenol/Bisnaphthol Synthesis by Hydroxyl Group Masking

et al. 2020

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“…Aggregation is likely to occur through bridging intermolecular NaÀ OÀ Na interactions between [LNa 3 ] units; such structural motifs have previously been observed for other sodium alkoxide aggregates and TrenSal complexes. [21,[24][25][26]…”

Section: Synthesis and Characterisationmentioning

confidence: 99%

Incorporating Sodium to Boost the Activity of Aluminium TrenSal Complexes towards rac‐Lactide Polymerisation

2022

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Four novel homo-and heterometallic sodium and/or aluminium complexes based on the TrenSal ligand, [LH 3 ], have been synthesised and fully characterised, including by single-crystal X-ray diffraction experiments. While [LAl] was completely inactive towards rac-lactide ring-opening polymerisation, incorporating sodium to form heterometallic [LNaAlMe] changes the aluminium geometry from octahedral to tetrahedral, leading to good catalytic activity in the presence of co-initiator BnOH (k obs = 3.19 × 10 À 2 min À 1 ; room temperature, toluene solvent) and good polymerisation control. Under identical conditions, homometallic sodium complexes showed higher activities in rac-lactide polymerisation than [LNaAlMe], with [LNa 3 ] being extremely active (k obs = 1.21 min À 1 ) but displaying unusual second-order monomer dependency and poor polymerisation control. 1 H NMR spectroscopic studies suggest that polymerisation with [LNaAlMe] or [LH 2 Na]/BnOH follows an activated monomer mechanism, whereas [LNa 3 ] operates via simultaneous coordination-insertion and activated monomer mechanisms. Overall, heterometallic [LNaAlMe] provides a balance of good activity and control compared to the homometallic analogues.

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“…Numerous alkali metal aryloxide species (ArOM) were shown to efficiently polymerize lactide under mild conditions. [257][258][259][260] The steric and electronic properties of the supported aryloxide ligand play a crucial role in ROP activity and stereoselectivity, with the preferred use of multidentate aryloxide ligands, such as 4.1-4.3 (Figure 4.2), [261][262][263][264][265] to control and limit catalyst aggregation. Remarkably, salts 4.3, in which the Na + or K + metal ion is supported by an ancillary crown ether and a sterically demanding phenoxide, are highly active catalysts for the iso-selective ROP of rac-lactide, producing chain-length-controlled isotactic PLA (complete conversion of 500 equiv LA, 10 min, RT, 10 equiv BnOH, Pm = 0.82).…”

Section: Group 1-2 Metal Catalysts 421 Alkali Metalsmentioning

confidence: 99%

Metal Complexes as Catalysts/Moderators for Polymerization Reactions

Fliedel

Dagorne

Roux

2021

Comprehensive Coordination Chemistry III

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Synthesis and crystal structures of new sodium phenolate compounds: coordination chemistry

Cited by 5 publications

References 34 publications

Scrabbling around in Synthetic Nuances Managing Sodium Compounds: Bisphenol/Bisnaphthol Synthesis by Hydroxyl Group Masking

Scrabbling around in Synthetic Nuances Managing Sodium Compounds: Bisphenol/Bisnaphthol Synthesis by Hydroxyl Group Masking

Incorporating Sodium to Boost the Activity of Aluminium TrenSal Complexes towards rac‐Lactide Polymerisation

Metal Complexes as Catalysts/Moderators for Polymerization Reactions

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