Synthesis and X-ray crystal structure of a stannaimine

Ossig, Günter; Meller, A.; Freitag, Stefanie; Herbst‐Irmer, Regine

doi:10.1039/c39930000497

Cited by 52 publications

(24 citation statements)

References 11 publications

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“…This reaction is believed to go via a tin(IV) imide with possible conversion to a stannatetrazole (Eq. 4), as isolated from the reaction of 105 with arylazides [97]. This reaction sequence parallels that reported for gallium (see Eq.…”

Section: Tinsupporting

confidence: 58%

The role of the bis-trimethylsilylamido ligand, [N{SiMe3}2]−, in main group chemistry. Part 2: Structural chemistry of the metallic p-block elements

Coles

2015

Coordination Chemistry Reviews

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Section: Tinsupporting

confidence: 58%

The role of the bis-trimethylsilylamido ligand, [N{SiMe3}2]−, in main group chemistry. Part 2: Structural chemistry of the metallic p-block elements

Coles

2015

Coordination Chemistry Reviews

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“…Besides two different azide reactions a shift of a proton from the benzylic ring carbon to the nitrogen atom of the Sn‐ N ‐DiPP unit was found. Presumably a stannanimine, was formed as a reactive intermediate that reacts under proton transfer to give the DiPP‐amide and the cyclic tin‐substituted phosphiniminate anion . The resulting Sn‐C‐P‐N ring consists of two tetrahedrally coordinated Sn and P atoms and two trigonal‐planar coordinated C and N atoms (sum of angles at N1 and C2 360°).…”

Section: Resultsmentioning

confidence: 99%

Intramolecular Tetrylene Lewis Adducts: Synthesis and Reactivity

Schneider

Krebs

Freitag

et al. 2016

Chemistry A European J

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A series of benzyl(diphenylphosphino) and o-phenyl(diphenlyphosphino) substituted germylenes and plumbylenes were synthesized by nucleophilic substitution between the respective lithium reagent and tetrylene halide. The Lewis pairs were characterized by X-ray crystallography and NMR spectroscopy. The reactivity of the tetrylenes was investigated with respect to azide addition. In the germylene case, the germaniumimide was formed as the kinetically controlled product, which rearranges upon heating to give the phosphinimide. The stannylene and plumbylene derivatives react with adamantylazide to give the azide adducts. 1-Pentene reacts diastereoselectively with the phosphagermirane to give a cyclic addition product. Trimethysilylacetylene shows an addition with the benzylphosphino-substituted germylene and plumbylene to give the cycloheteropentene molecules. The addition product between phenylacetylene and the four membered Ge-P adduct shows after addition at room temperature a 1,4-phenylmigration to give a cyclic phosphine. Alkylnitrene insertion into a Ge-C bond of the alkyne addition product of the phosphagermirane was found in reaction with adamantylazide.

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“…Thus, the metastable triplet species ( 2 p ‑NsN• -T and 2 o ‑NsN• -T ) are identified as a tin(II)–nitrene radical complex with a diiminobenzosemiquinone radical anion, [(L(TIPT) 2 )Sn(NsN •‑ )]. The calculated NsN • –Sn II bond lengths of 2 p ‑NsN• -T and 2 o‑NsN• ‑ T are 2.193 and 2.192 Å, respectively, which are significantly longer than those of the Sn II N double bonds in crystallographically characterized stanaimines, [((Me 3 Si) 2 N) 2 SnN i Pr2 Ph] (1.921(2) Å) and [((Me 3 Si) 2 CH) 2 SnNSi(N 3 ) t Bu 2 ] (1.905(5) Å). , This comparison suggests that the NsN •‑ –Sn II bonds have a single-bond character…”

mentioning

confidence: 96%

Tin(II)–Nitrene Radical Complexes Formed by Electron Transfer from Redox-Active Ligand to Organic Azides and Their Reactivity in C(sp³)–H Activation

et al. 2021

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A tin(II) complex coordinated by a sterically demanding o-phenylenediamido ligand is synthesized. The ligand is redox-active to reach a tin(II) complex with the diiminobenzosemiquinone radial anion in the oxidation by AgPF 6 . The tin(II) complex reacts with a series of nosylazides (x-NO 2 C 6 H 4 −SO 2 −N 3 ; x = o, m, or p) at −30 °C to yield the corresponding nitrene radical bound tin(II) complexes. The nitrene radical complexes exhibit C(sp 3 )−H activation and amination reactivity.

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Synthesis and X-ray crystal structure of a stannaimine

Cited by 52 publications

References 11 publications

The role of the bis-trimethylsilylamido ligand, [N{SiMe3}2]−, in main group chemistry. Part 2: Structural chemistry of the metallic p-block elements

The role of the bis-trimethylsilylamido ligand, [N{SiMe3}2]−, in main group chemistry. Part 2: Structural chemistry of the metallic p-block elements

Intramolecular Tetrylene Lewis Adducts: Synthesis and Reactivity

Tin(II)–Nitrene Radical Complexes Formed by Electron Transfer from Redox-Active Ligand to Organic Azides and Their Reactivity in C(sp³)–H Activation

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Synthesis and X-ray crystal structure of a stannaimine

Cited by 52 publications

References 11 publications

The role of the bis-trimethylsilylamido ligand, [N{SiMe3}2]−, in main group chemistry. Part 2: Structural chemistry of the metallic p-block elements

The role of the bis-trimethylsilylamido ligand, [N{SiMe3}2]−, in main group chemistry. Part 2: Structural chemistry of the metallic p-block elements

Intramolecular Tetrylene Lewis Adducts: Synthesis and Reactivity

Tin(II)–Nitrene Radical Complexes Formed by Electron Transfer from Redox-Active Ligand to Organic Azides and Their Reactivity in C(sp3)–H Activation

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Tin(II)–Nitrene Radical Complexes Formed by Electron Transfer from Redox-Active Ligand to Organic Azides and Their Reactivity in C(sp³)–H Activation