Über ein Isomeres des Thionylimids und dessen Salze

Beoke‐Goehring, Margot; Schwarz, Rudolf; Spiess, Wolfram

doi:10.1002/zaac.19582930508

Cited by 26 publications

(4 citation statements)

References 6 publications

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“…[ 1 ] It is a colorless gas which condenses as a colorless liquid which freezes at –85 °C and rapidly polymerizes to the dark brown solid, polythionylimide (HNSO) n . [ 2 ] There is one published example of an HNSO complex, [ 3 ] although there is minimal supporting characterization data, the synthesis has not been reproduced and the crystal structure in question, which contains a number of unusual features, must be treated with some scepticism. Although the [NSO] – anion can be isolated in simple salts these can be quite difficult to handle (often explosive and/or air sensitive) and progress in developing its coordination chemistry has been limited by lack of straightforward syntheses.…”

Section: Methodsmentioning

confidence: 99%

Thionylimido Complexes

McGeachie

Carpenter‐Warren

Cordes

et al. 2020

Zeitschrift anorg allge chemie

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An improved route to d‐block and main group NSO complexes is presented including the synthesis of the first antimony(V) complexes, (Ar3Sb(NSO)2), and copper examples [CuBipy(PPh3)NSO]. The structures of eight complexes are reported. The observed variation in M–N–S bond angles is due to the combination of orbital overlap (ligand‐to‐metal bonding) and the degree of ionicity of the bonding.

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Section: Methodsmentioning

confidence: 99%

Thionylimido Complexes

McGeachie

Carpenter‐Warren

Cordes

et al. 2020

Zeitschrift anorg allge chemie

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“…Bei Raumtemperatur ist H‐NSO ein farbloses Gas, das bei −85 °C als farblose Flüssigkeit erstarrt. Flüssige H‐NSO hingegen polymerisiert äußerst schnell zum braunen festen Polythionylimid (HNSO) X . Eine Vielzahl theoretischer Untersuchungen und experimenteller Mikrowellen‐Studien deutete auf eine im Grundzustand planare cis ‐H‐NSO‐Spezies hin (Schema ) .…”

Section: Methodsunclassified

Isolierung labiler NSO‐Pseudohalogen‐Spezies

et al. 2016

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Mithilfe eines neuen Syntheseweges gelang es,d as labile Thionylimid, H-NSO,zugenerieren und mit der sterisch anspruchsvollen Lewis-Säure B(C 6 F 5 ) 3 abzufangen und vollständig zu charakterisieren. Zum Vergleich wurdee ine Reihe von Me 3 Si-NSO-Addukten untersucht. Die Reaktion von Me 3 Si-NSO mit dem Silyliumion [Me 3 Si] + führte zum bis dato unbekannten Iminosulfoniumion [Me 3 Si-N=S-O-SiMe 3 ] + ,das in Form von Salzen schwach koordinierender Carborationen isoliert und vollständig charakterisiert werden konnte.

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“…We speculate that this may be due to formation of an oligomeric or polymeric species by intermolecular attack of the nucleophilic nitrogen atom at sulfur; indeed, the parent sulfinylamine, HNSO (thionylimine), is known to polymerise above −70 °C. [8] Sterically demanding groups drastically increase stability, with N ‐sulfinyltritylamine (TrNSO, 5 ) [9] able to be stored for at least a year under air with no appreciable decomposition.…”

Section: Introductionmentioning

confidence: 99%

Rediscovering Sulfinylamines as Reagents for Organic Synthesis

Davies

Willis

2021

Chemistry A European J

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Sulfinylamines (RÀ N=S=O), monoaza analogues of sulfur dioxide, have been known for well over a century, and their reactivity as sulfur electrophiles and in Diels-Alder reactions is well-established. However, they have only rarely been used in organic synthesis in recent decades despite the increasing prominence of compounds containing N=S=O functionality, such as sulfoximines and sulfonimidamides. This Minireview aims to bring wider visibility to the unique chemistry enabled by this class of compounds. We focus on advances from the last 10 years, including the first examples of their use in the one-pot syntheses of sulfoximines and sulfonimidamides. Also covered are the reactions of sulfinylamines with carbon-centred radicals, their use for formation of heterocycles through cycloadditions, and catalytic enantioselective allylic oxidation of alkenes via a hetero-ene reaction. These examples highlight the different reactivity modes of sulfinylamines and their underappreciated potential for forming molecules which contain high-or low-valent sulfur, or even no sulfur at all.

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Über ein Isomeres des Thionylimids und dessen Salze

Cited by 26 publications

References 6 publications

Thionylimido Complexes

Thionylimido Complexes

Isolierung labiler NSO‐Pseudohalogen‐Spezies

Rediscovering Sulfinylamines as Reagents for Organic Synthesis

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