Conformations of saturated six-membered ring phosphorus heterocycles. cis- and trans-2-oxo- and -2-thio-2-(dimethylamino)-5-tert-butyl-1,3,2 .lambda.5-oxazaphosphorinanes: molecules related to cyclophosphamide

1982 ◽  
Vol 104 (23) ◽  
pp. 6385-6392 ◽  
Author(s):  
Gurdip S. Bajwa ◽  
Subramanian Chandrasekaran ◽  
J. Howard Hargis ◽  
Alan E. Sopchik ◽  
Duane Blatter ◽  
...  
Keyword(s):  
Membered Ring ◽  
Tert Butyl ◽  
Phosphorus Heterocycles ◽  
Cis And Trans

Radical-Initiated Hydrosilylation-Cyclization Reactions of Bis(vinyldimethylsilyl) Compounds, CH2=CH(CH3)2SiXSi(CH3)2CH=CH2 (X = O, CH2, NH, NCH3, NSi(CH3)3

1994 ◽  
Vol 49 (12) ◽  
pp. 1818-1826 ◽  
Author(s):  
Dietmar Seyferth ◽  
Holger Friedrich ◽  
Shane W. Krska
Keyword(s):  
Membered Ring ◽  
Trans Isomers ◽  
Cyclization Reactions ◽  
Tert Butyl ◽  
Cis And Trans Isomers ◽  
Butyl Peroxide ◽  
Cis And Trans

The di-tert-butyl peroxide-initiated reactions of triethyl- and tri-n-propylsilane with bis-(vinyldim ethylsilyl) compounds, CH2=CH(CH3)2SiXSi(CH3)2CH=CH2(X-O,CH2, NH,NCH3 and NSiMe3) resulted in hydrosilylation-cyclization to give mixtures of trialkylsilylm ethyl-substituted disilacyclohexanes and trialkylsilylm ethyl-substituted disilacyclopentanes. The ratio of six-membered to five-membered ring products obtained is dependent on the linking group X and decreased in the order X=O>CH2>NH>NCH3. For X = NSiMe3 only a mixture of the cis and trans isomers of the five-membered ring product was obtained.

Cyclisierung von Di(tert-butyl-methyl)ketazin zu 1,2-Diaza-3-bora- und 1,2-Diaza-3-sila-cyclopent-5-enen / Cyclization of Di(tert-butyl-methyl)ketazine to 1,2-Diaza-3-bora- and 1,2-Diaza-3-sila-cyclopent-5-enes

2006 ◽  
Vol 61 (10) ◽  
pp. 1261-1274 ◽  
Author(s):  
Florian Armbruster ◽  
Nina Armbruster ◽  
Uwe Klingebiel ◽  
Mathias Noltemeyer ◽  
Stefan Schmatz
Keyword(s):  
Crystal Structures ◽  
Quantum Chemical Calculations ◽  
Chlorine Atom ◽  
Quantum Chemical ◽  
Membered Ring ◽  
Substitution Product ◽  
Tert Butyl ◽  
Isomeric Structures

The results of quantum chemical calculations on lithium ketazides suggest mainly four isomeric structures with different modes of lithium coordination (A-D). A monolithium ketazide thf-adduct (1) was isolated supporting the results of the quantum chemical calculations. In reactions of the lithiated di(tert-butyl-methyl)ketazine with BCl3 and Cl2BPh, 1,2-aza-azonia-3-borata-cyclopent-5-enes (2, 3) were isolated. Substitution of a chlorine atom of 2 and 3 with t-BuLi leads to the formation of derivatives 4 and 5. HCl elimination from 2 with Et3N gives - via a diazaboracyclopentene (6) - a bicyclus 7. In the reaction of the dilithiated ketazine with F2BN(SiMe3)2, the diaza-boracyclopentene 8 is obtained while with Cl4Si, F3SiN(SiMe3)2, and Cl2SiMe2 the diazasilacyclopentenes 9 - 11 are generated. SiF4 reacts with the dilithium ketazide to give a spirocyclus (12). The monolithium ketazide and Cl2SiMe2 react at 30 °C to give a four-membered ring isomer of the substitution product which is formed via a 1,3-chlorine shift from silicon to carbon (13). A tetrameric silanolate was isolated as a by-product in this reaction. It gives evidence for the structure of lithium ketazide A. Crystal structures of 5, 7, 10, and 14 are reported.

ChemInform Abstract: Conformations of Saturated Six-Membered Ring Phosphorus Heterocycles. 2-Aryl-1,3,2λ5-oxazaphosphorinanes.

ChemInform ◽  
1989 ◽  
Vol 20 (4) ◽  
Author(s):  
W. G. BENTRUDE ◽  
W. N. SETZER ◽  
A. E. SOPCHIK ◽  
S. CHANDRASEKARAN ◽  
M. T. ASHBY
Keyword(s):  
Membered Ring ◽  
Phosphorus Heterocycles

scholarly journals New Spiro-Tin Compounds: Reaction of N,N′-Dialkyl Sulfur Diimides with Cyclic Bis(amino)stannylenes - Unexpected Formation of a N-N Bond

1995 ◽  
Vol 50 (12) ◽  
pp. 1811-1817 ◽  
Author(s):  
Max Herberhold ◽  
Christian Köhler ◽  
Wolfgang Milius ◽  
Bernd Wrackmeyer
Keyword(s):  
Molecular Structure ◽  
Magnetic Resonance ◽  
Single Crystal ◽  
Structure Analysis ◽  
Membered Ring ◽  
Monoclinic Space Group ◽  
Unexpected Formation ◽  
Tin Compounds ◽  
X Ray ◽  
Tert Butyl

N,N′-Dialkyl sulfur diimides (1), R(NSN)R [R = Me (a), Et (b), nPr (c), nBu (d)] react with cyclic bis(amino)stannylenes such as 1,3-di-tert-butyl-4,4-dimethyl-1,3,4,2λ2-diazasilastannetedine (2) or 1,3-di-tert-butyl-4,4,5,5-tetramethyl-1,3,4,5,2λ2-diazadisilastannolidine (3) in a 2:1 ratio to give the new spiro-tin(IV) compounds 5a-d, 6b and 6c, built from the respective cyclic bis(amino)stannylene and a seven-membered ring in which the two sulfur diimide groups are coupled via a N-N bond and across the tin atom. A 1:1 adduct 4 is proposed as an intermediate which is the final product 4e in the case of R = tBu (1e). The products were characterized by multinuclear magnetic resonance (1H, 13C, 15N, 29Si, 119Sn NMR), and in the case of 5c the molecular structure was determined by single crystal X-ray structure analysis [monoclinic, space group C2/c ; a = 1504.1(3), b = 1393.3(3), c = 1688.6(3) pm; β = 115.71(3)°].

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