ScienceDirect - Tetrahedron Letters : Bildung und reaktion von sulfinen mit 1,8-bis(dimethylamino)naphthalin

Tetrahedron Letters
Volume 27, Issue 2, 1986, Pages 167-170

Result list | previous < 12 of 36 > next

Font Size:

Abstract - selected

References

PDF (233 K)

Article Toolbox

E-mail Article

Cited By

Save as Citation Alert

Set up a citation RSS feed (Opens new window)

Citation Feed

Export Citation

Add to my Quick Links

Bookmark and share in 2collab (opens in new window)

Request permission to reuse this article

Cited By in Scopus (0)

Related Articles in ScienceDirect

Reaction of tetrakis(dimethylamino)ethylene with CF2Br2...
Journal of Fluorine Chemistry

You are entitled to access the full text of this document

Reaction of tetrakis(dimethylamino)ethylene with CF₂Br₂ in the presence of secondary amines, formation of N-trifluoromethyl-dialkylamines
Journal of Fluorine Chemistry, Volume 52, Issue 2, 15 April 1991, Pages 229-234
G. Pawelke

Abstract

N-trifluoromethylamines of the general formula R₂NCF₃ (R= Me (I),Et (II), i-Pr (III), i-Bu (IV); 2R = (CH₃)₂C-(CH₂)₃-C(CH₃)₂ (V) and(CH₂)₆ (VI) ) have been obtained from the corresponding secondaryamines R₂NH with the reagent combination tetrakis(dimethylamino)ethylene/CF₂Br₂/(CH₂)₄SO₂in moderate yields. The new N-trifluoromethylamineshave been characterized by elemental analyses, multi-nuclearNMR and vibrational spectra and the mechanism of formationis discussed.

PDF (286 K)

Beitrage zur Chemie des Bors, 226: Funktionalisierung v...
Journal of Organometallic Chemistry

Beiträge zur Chemie des Bors, 226: Funktionalisierung von Alkinylboranen-Umsetzung mit Nucleophilen
Journal of Organometallic Chemistry, Volume 489, Issues 1-2, 8 March 1995, Pages 51-62
Herta Feulner, Nils Metzler, Heinrich Nöth

Abstract

The synthesis of alkynylboranes RR′B---C triple bond; length as m-dash

C---R″ 1–3 and their reactions with various nucleophiles are described (R, R′ = Me₂N, Cl, alkyl; R″ = Me, Ph). Although these compounds can be looked upon as inorganic Michael systems, nucleophiles such as alcohols, amines, amides and various carbon nucleophiles attack exclusively at the boron atom (analogous to a 1,2 attack). Thus, a convenient means of functionalization of alkynylboranes at the boron atom with preservation of the B---C triple bond; length as m-dash

C moiety is described, and alkynylboranes with R, R′ = Me₂N, N(H)ⁱPr, pyr, OⁱPr, Me, Mes, C triple bond; length as m-dash

C---SiMe₃ were obtained in good yield and characterized by spectroscopic methods. The pathway for the reaction of (Me₂N)₂B---C triple bond; length as m-dash

C---Ph with carbon nucleophiles to tris(alkyl)boranes has been elucidated. The implications both for the electronic properties and the chemical reactivity of alkynylboranes are discussed.

Zusammenfassung

Wir berichten über die Synthese von Alkinylboranen der Zusammensetzung RR′B---C triple bond; length as m-dash C---R″ 1–3 und ihre Reaktionen mit Nucleopilen. Obwohl diese Verbindungen formal als anorganische Michael-Systeme angesehen werden können, findet der Angriff der Nucleophile in allen untersuchten Reaktionen ausschlieβlich am Boratom statt (entsprechend einem 1,2 Angriff). Durch Umsetzung von 1–3 mit Alkoholen, Aminen, Amiden und verschiedenen Kohlenstoff-Nucleophilen werden Alkinylborane mit R, R′ = Me₂N, N(H)ⁱPr, pyr, OⁱPr, Me, Mes, C triple bond; length as m-dash C---SiMe₃ in guter Ausbeute erhalten und vollständig spektroskopisch charakterisiert. Der Mechanismus des Abbaus von (Me₂N)₂B---CC---Ph zu Tris(alkyl)boranen mit Kohlenstoff-Nucleophilen wurde aufgeklärt. Die Untersuchung beschreibt Reaktionen zur Bor-Funktionalisierung von Alkinylboranen unter Erhalt der C triple bond; length as m-dash C---B-Einheit. Diskutiert werden die Bedeutung für die elektronischen Eigenschaften wie auch die Reaktivität dieser Substanzklasse.

PDF (1197 K)

Phosphonyloxime aus soman; bildung und reaktion mit ace...
Biochemical Pharmacology

Phosphonyloxime aus soman; bildung und reaktion mit acetylcholinesterase in vitro
Biochemical Pharmacology, Volume 22, Issue 23, 1 December 1973, Pages 2997-3003
Klaus Schoene

Abstract

The reactivation of acetylcholinesterase (AChE), inhibited by stoichiometric amounts of 0–1-methyl-2,2-dimethylpropyl-methylfluorophosphonate (Soman) under conditions preventing rapid aging, was studied with several pyridiniumoximes. The most potent reactivator HS 6 induced reactivation over the whole range of oxime concentrations tested (5 × 10⁻⁵ M to 5 × 10⁻² M). Toxogonin, TMB 4, 2-PAM and some other related compounds, when applied in concentrations below 1 × 10⁻³ M, produced additional inhibitory effects. After reacting the enzyme with equimolar amounts of Soman under conditions favouring the aging process, the reaction mixture contained only AChE, non reactivable phosphonyl-AChE and the Soman stereoisomers of low anticholinesterase activity. These Soman isomers reacted with oximes to form oximephosphonates which are potent inhibitors of AChE.

Zusammenfassung

Acetylcholinesterase wurde mit stöchiometrischen Mengen von 0–1-Methyl-2,2-dimethylpropyl-methylphosphonylfluorid (Soman) unter Bedingungen gehemmt, die eine rasche Alterung des Phosphonylenzyms verhindern, und mit Pyridinium-Oximen reaktiviert. Die beste Reaktivierungsleistung erbrachte die Verbindung HS 6 im Konzentrationsbereich 5 × 10⁻⁵ M bis 5 × 10⁻² M. Toxogonin, TMB 4, 2 PAM und einige ähnlich strukturierte Verbindungen führen dagegen in Konzentrationen unterhalb 1 × 10⁻³ M zu einer zusätzlichen Enzymhemmung.

PDF (533 K)

Simultaneous absorption of two gases A and B: absorptio...
Chemical Engineering Science

Simultaneous absorption of two gases A and B: absorption of A accompanied by fast irreversible reaction resulting in the formation of B
Chemical Engineering Science, Volume 25, Issue 11, November 1970, Pages 1743-1749
P. A. Ramachandran, M. M. Sharma

Abstract

The problem of simultaneous absorption and reaction of two gases A and B, where the reaction of A results in the formation of B, is considered. Analytical equations are derived to predict the decrease in the rate of absorption of the gas B due to the presence of the gas A. It is shown that under certain conditions, no B will be absorbed, even when the concentration of dissolved B in the bulk liquid is zero.

Résumé

Le probléme de l'absorption et de la réaction simultanées de deux gaz A et B, dans laquelle la réaction de A résulte de la formation de B, est considéré. Les équations analytiques sont dérivées afin de prédire la décroissance de la vitesse dábsorption du gaz B due á la présence du gaz A. Il est démontré, que dans certainse conditions, aucune quantité de B ne sera absorbée même si la concentration de B dissout dans le liquide est zéro.

Zusammenfassung

Es wird das Problem der gleichzeitigen Absorption und Reaktion zweier Gase A und B, wobei die Reaktion von A zur Bildung von B führt, betrachtet. Es werden analytische Gleichungen abgeleitet zur Voraussage der Abnahme in der Absorptionsgeschwindigkeit des Gases B infolge der Gegenwart des Gases A. Es wird gezeigt, dass unter gewissen Bedingungen kein B absobiert wird, und zwar sogar wenn die Konzentration von gelöstem B in der Gesamtflüssigkeit gleich Null ist.

PDF (495 K)

Additionsreaktionen der nitrosogruppe--IV : Addition vo...
Tetrahedron

Additionsreaktionen der nitrosogruppe—IV : Addition von nitrosobenzolen an diphenylketen
Tetrahedron, Volume 19, Issue 1, 1963, Pages 133-136
G. Kresze, A. Trede

Abstract

Zusammenfassung

Nitrosoaromaten geben mit Diphenylketen 1:1-Addukte bzw. deren Folge- produkte. Die Richtung der Addition hängt von dem Substituenten der Nitrosokomponente ab: Starke Donatorsubstituenten (p-Methoxy-, p-Dimethylamino-) besitzen einen Additionsverlauf, wie er für eine polare Reaktion zu erwarten ist, sonst erfolgt die Addition in mgekehrter Weise.

Abstract

Aromatic nitroso compounds and diphenyl ketene yield 1:1-adducts or compounds derived therefrom. The direction of this addition is dependent upon the substituent of the nitroso compound: strongly electron-donating groups (p-methoxy or p-dimethylamino-) favour the direction of addition, which would be expected for a polar reaction. In all other cases, the addition proceeds in the reverse sense.

PDF (282 K)

View More Related Articles

View Record in Scopus

doi:10.1016/S0040-4039(00)83968-4

Bildung und reaktion von sulfinen mit 1,8-bis(dimethylamino)naphthalin

Günter Opitz, ^*, Karlheinz Rieth and Gosta Rimmler

Organisch-Chemisches Institut der Universität, Im Neuenheimer Feld 270, D-6900 Heidelberg Germany

Received 4 September 1985.

Available online 8 March 2001.

Abstract

1,8-Bis(dimethylamino)naphthalene ( ) adds to in situ generated sulfines to give 4-alkanesulfinyl-1,8-bis(dimethylamino)naphthalenes and .

References

E. Wedekind, D. Schenk and R. Stüsser Ber. Dtsch. Chem. Ges. 56 (1923), p. 633. Full Text via CrossRef

E. Wedekind and R. Stüsser Ber. Dtsch. Chem. Ges. 56 (1923), p. 1557. Full Text via CrossRef
H. Burgess and T.M. Lowry J. Chem. Soc. 127 (1925), p. 279.

J.F. King and T. Durst Tetrahedron Lett. (1963), p. 585. Abstract | PDF (197 K) | View Record in Scopus | Cited By in Scopus (2)

J. Strating Rec. Trav. Chim. Pays-Bas 83 (1964), p. 94.

Übersichten bei G. Opitz Angew. Chem. 79 (1967), p. 161. Full Text via CrossRef
J. Strating Int. Ed. 6 (1967), p. 107.
B. Zwanenburg Rec. Trav. Chim. Pays-Bas 101 (1982), p. 1.

R.W. Alder, P.S. Bowman, W.R.S. Steele and D.R. Winterman J. Chem. Soc. (1968), p. 723 Chem. Commun. . Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (49)

Als Proton Sponge angeboten von Aldrich-Chemie, D-7924 Steinheim.

H. Einspahr, J.-B. Robert, R.E. Marsh and J.D. Robert Acta Crystallogr. B 29 (1973), p. 1611. Full Text via CrossRef

G. Opitz, H. Schempp and H. Adolph Liebigs Ann. Chem. 684 (1965), p. 92. Full Text via CrossRef

I.B. Douglass and R.V. Norton J. Org. Chem. 33 (1968), p. 2104. Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (30)

G.G.I. Moore J. Org. Chem. 44 (1979), p. 1708. Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (5)

R.K. Crossland, W.E. Wells and V.J. Shiner, Jr. J. Am. Chem. Soc. 93 (1971), p. 4217. Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (12)

F.G. Bordwell and B.B. Jarvis J. Org. Chem. 33 (1968), p. 1182. Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (12)

S. Oae Bull. Chem. Soc. Japan 28 (1955), p. 41. Full Text via CrossRef

B.B. Jarvis and M.M. Evans J. Org. Chem. 39 (1974), p. 643. Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (3)

B.B. Jarvis and H.E. Fried J. Org. Chem. 40 (1975), p. 1278. Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (2)

C.G. Venier, H.-H. Hsieh and J.J. Barager, III J. Org. Chem. 38 (1973), p. 17. Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (2)

R.W. Alder, N.C. Goode, N. Miller, u.F. Hibbert, K.P.P. Hunte and J.J. Robbins J. Chem. Soc. (1978), p. 89 Chem. Commun. . Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (9)

B. Zwanenburg, L. Thijss and J. Strating Tetrahedron Lett. (1969), p. 4461. Abstract | PDF (187 K) | View Record in Scopus | Cited By in Scopus (2)

Tetrahedron Letters
Volume 27, Issue 2, 1986, Pages 167-170

Result list | previous < 12 of 36 > next

About ScienceDirect | Contact Us | Information for Advertisers | Terms & Conditions | Privacy Policy