The Reaction of Triphenylmethyl-substituted Primary and Secondary Phosphines with Phosgene

Plack, Volker; Goerlich, Jens R.; Fischer, Axel; Schmutzler, Reinhard

doi:10.1002/(sici)1521-3749(199912)625:12<1979::aid-zaac1979>3.0.co;2-s

Cited by 24 publications

(1 citation statement)

References 13 publications

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“…4a ). The 31 P NMR chemical shift of this intermediate fits well to the bis(triphenylmethyl)diphosphene ( 6 ), which was previously reported by Schmutzler 82 . Furthermore, 31 P{ 1 H} NMR evidence for the butterfly-type P 4 derivative 7 was obtained in the thermolysis using chromium complexes 3 Cr b and 3 Cr c .…”

Section: Resultssupporting

confidence: 87%

Challenging an old paradigm by demonstrating transition metal-like chemistry at a neutral nonmetal center

Biskup,

Schnakenburg,

Boeré

et al. 2023

Nat Commun

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We describe nonmetal adducts of the phosphorus center of terminal phosphinidene complexes using classical C- and N-ligands from metal coordination chemistry. The nature of the L-P bond has been analyzed by various theoretical methods including a refined method on the variation of the Laplacian of electron density ∇2ρ along the L-P bond path. Studies on thermal stability reveal stark differences between N-ligands such as N-methyl imidazole and C-ligands such as tert-butyl isocyanide, including ligand exchange reactions and a surprising formation of white phosphorus. A milestone is the transformation of a nonmetal-bound isocyanide into phosphaguanidine or an acyclic bisaminocarbene bound to phosphorus; the latter is analogous to the chemistry of transition metal-bound isocyanides, and the former reveals the differences. This example has been studied via cutting-edge DFT calculations leading to two pathways differently favored depending on variations in steric demand. This study reveals the emergence of organometallic from coordination chemistry of a neutral nonmetal center.

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Section: Resultssupporting

confidence: 87%

Challenging an old paradigm by demonstrating transition metal-like chemistry at a neutral nonmetal center

Biskup,

Schnakenburg,

Boeré

et al. 2023

Nat Commun

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2,4,6‐Tri(hydroxy)‐1,3,5‐triphosphinine, P₃C₃(OH)₃: The Phosphorus Analogue of Cyanuric Acid

et al. 2016

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Cyanuric acid (C3H3N3O3) is widely used as cross‐linker in basic polymers (often in combination with other crosslinking agents like melamine) but also finds application in more sophisticated materials such as in supramolecular assemblies and molecular sheets. The unknown phosphorus analogue of cyanuric acid, P3C3(OH)3, may become an equally useful building block for phosphorus‐based polymers or materials which have unique properties. Herein we describe a straightforward synthesis of 2,4,6‐tri(hydroxy)‐1,3,5‐triphosphinine and its derivatives P3C3(OR)3 which have been applied as strong π‐acceptor η6‐ligands in piano stool Mo(CO)3 complexes.

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2,4,6‐Tri(hydroxy)‐1,3,5‐triphosphinine, P₃C₃(OH)₃: The Phosphorus Analogue of Cyanuric Acid

et al. 2016

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Cyanuric acid (C H N O ) is widely used as cross-linker in basic polymers (often in combination with other crosslinking agents like melamine) but also finds application in more sophisticated materials such as in supramolecular assemblies and molecular sheets. The unknown phosphorus analogue of cyanuric acid, P C (OH) , may become an equally useful building block for phosphorus-based polymers or materials which have unique properties. Herein we describe a straightforward synthesis of 2,4,6-tri(hydroxy)-1,3,5-triphosphinine and its derivatives P C (OR) which have been applied as strong π-acceptor η -ligands in piano stool Mo(CO) complexes.

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The Reaction of Triphenylmethyl-substituted Primary and Secondary Phosphines with Phosgene

Cited by 24 publications

References 13 publications

Challenging an old paradigm by demonstrating transition metal-like chemistry at a neutral nonmetal center

Challenging an old paradigm by demonstrating transition metal-like chemistry at a neutral nonmetal center

2,4,6‐Tri(hydroxy)‐1,3,5‐triphosphinine, P₃C₃(OH)₃: The Phosphorus Analogue of Cyanuric Acid

2,4,6‐Tri(hydroxy)‐1,3,5‐triphosphinine, P₃C₃(OH)₃: The Phosphorus Analogue of Cyanuric Acid

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The Reaction of Triphenylmethyl-substituted Primary and Secondary Phosphines with Phosgene

Cited by 24 publications

References 13 publications

Challenging an old paradigm by demonstrating transition metal-like chemistry at a neutral nonmetal center

Challenging an old paradigm by demonstrating transition metal-like chemistry at a neutral nonmetal center

2,4,6‐Tri(hydroxy)‐1,3,5‐triphosphinine, P3C3(OH)3: The Phosphorus Analogue of Cyanuric Acid

2,4,6‐Tri(hydroxy)‐1,3,5‐triphosphinine, P3C3(OH)3: The Phosphorus Analogue of Cyanuric Acid

Contact Info

Product

Resources

About

2,4,6‐Tri(hydroxy)‐1,3,5‐triphosphinine, P₃C₃(OH)₃: The Phosphorus Analogue of Cyanuric Acid

2,4,6‐Tri(hydroxy)‐1,3,5‐triphosphinine, P₃C₃(OH)₃: The Phosphorus Analogue of Cyanuric Acid