Bi[1,3-bis(dicyanomethylene)indan-2-ylidene]?An Ethylene Derivative with Extremely Pronounced, Twisting of the C?C Bond

1993 ◽  
Vol 32 (9) ◽  
pp. 1352-1354 ◽  
Author(s):  
Albert Beck ◽  
Rudolf Gompper ◽  
Kurt Polborn ◽  
H.-U. Wagner
Keyword(s):  
Ethylene Derivative

Die Darstellung sterisch anspruchsvoller Phosphinoester und ihre Verwendung zur Synthese von Rhodium(I)-und Rhodium(III)-Komplexen [1] / The Preparation of Sterically Demanding Phosphinoesters and their Use for the Synthesis of Rhodium(I) and Rhodium (III) Complexes

1994 ◽  
Vol 49 (12) ◽  
pp. 1659-1673 ◽  
Author(s):  
Werner Wolfsberger ◽  
Wolfgang Burkart ◽  
Sonja Bauer ◽  
Andreas Hampp ◽  
Justin Wolf ◽  
...  
Keyword(s):  
Oxidative Addition ◽  
Carbonyl Complex ◽  
Prepared Compound ◽  
Sterically Demanding ◽  
Alkyne Complexes ◽  
Carboxylic Esters ◽  
Ethylene Derivative ◽  
Secondary Phosphines

Two routes for the preparation of sterically demanding phosphinoesters RR′P(CH2)nCO2Me (n=1,2 or 3) and RR′P(CH2)nCO2Et (n=1 or 2) have been developed: (1) reaction of trimethyl-silyl phosphines RR′PSiMe3 (R=R′=/Pr. rBu) with ω-chloroalkylesters, and (2) hydrophos- phination of secondary phosphines HP(R)Ph (R = Me, Et. Pr. iPr, iBu) with unsaturated carboxylic esters. From iPr2PCH2CO2Me (3) and iPr2PCH2CO2Et (4), a variety of rhodium(I) and rhodium(III) complexes, mainly with alkyne and vinylidene ligands, have been prepared. Compound [RhCl(C8H14)2]2 (19) reacts with four equiv. of 3 to give [RhCl(iPr2PCH2CO2Me)2] (20) which on further treatment with CO affords the carbonyl complex trans-[RhCl(CO)(iPr′>PCH2CO2Me)2] (21). The related ethylene derivative trans-[RhCl(C2H4)(iPr2PCH2CO2Me)2] (23) is obtained from [RhCl(C2H4)2]2 (22) and 3. Compound 20 reacts with H2 and HCl by oxidative addition to yield [RhHXCl(iPr2PCH2CO2Me)2] (24, 25) and with RC≡CR′ to give the alkyne complexes trans-[RhCl(RC≡CR′)(iPr2PCH2CO2Me)2] (26-28). The analogous compounds trans- RhCl(HC≡CR)(iPr2PCH2CO2Me)2] (29, 30), equally prepared from 20 and HC≡CR, both rearrange thermally and photochemically to produce the vinylidene isomers trans-[RhCl(=C=CHR)(iPr2PCH2CO2Me)2] (31, 32). In contrast, propyne reacts with 20 to give the allene complex trans-[RhCl(CH2=C=CH2)(iPr2PCH2CO2Me)2] (33). The synthesis of [RhCl(iPr2PCH2CO2Et)2] (34) and the corresponding alkyne and vinylidene adducts 35 and 36, obtained with HC≡CCO2Me as the substrate, is also described.

COMPARISON BETWEEN OESTROGENIC AND ANTIFERTILITY ACTION OF BIS(P-ACETOXY PHENYL)CYCLOHEXYLIDENE METHANE (F 6066; SEXOVID®; CYCLOFENIL NFN) IN THE MOUSE

1970 ◽  
Vol 63 (2) ◽  
pp. 283-289 ◽  
Author(s):  
Lars Carlborg
Keyword(s):  
Uterine Weight ◽  
Duration Of Action ◽  
Oestradiol Benzoate ◽  
Weight Test ◽  
Pregnant Mice ◽  
Ethylene Derivative

ABSTRACT A diphenyl-ethylene derivative (F 6066; Cyclofenil, NFN) previously described as a weak oestrogen was compared with oestradiol benzoate (OE2B) as an abortifacient in pregnant mice. Evaluation of the respective oestrogenic potencies, using the mouse uterine weight test was performed. This test indicated that oestradiol benzoate was about 2000 times more active than F 6066. If the compounds were given daily on days 2–5 of pregnancy the corresponding ratio was 1000, indicating a relatively higher (2 × abortifacient action of F 6066. Day 2 of pregnancy appeared to be the most sensitive for either drug. When given only on this day, however, the ratio abortifacient/oestrogenic potency did not differ from that of OE2B. The small differences recorded may depend on biological variations and differences in duration of action. Compound F 6066 appeared most likely to interfere with pregnancy because of its oestrogenic properties.

The synthesis and fluorescence of a new biphenyl ethylene derivative sensitive to DNA induced by single- and two-photon excitation

2013 ◽  
Vol 185-186 ◽  
pp. 120-125 ◽  
Author(s):  
Jing-jing Zhang ◽  
Xian Zhang ◽  
Xiang-long Meng ◽  
Long-long Li ◽  
Jin-shui Yao ◽  
...  
Keyword(s):  
Two Photon ◽  
Photon Excitation ◽  
Ethylene Derivative ◽  
Two Photon Excitation

Unusual three-decker structure of a D–A–D complex between bis(crown)stilbene and a di(quinolyl)ethylene derivative

2007 ◽  
Vol 17 (3) ◽  
pp. 151-153 ◽  
Author(s):  
Artem I. Vedernikov ◽  
Lyudmila G. Kuz’mina ◽  
Natalia A. Lobova ◽  
Evgeny N. Ushakov ◽  
Judith A.K. Howard ◽  
...  
Keyword(s):  
Ethylene Derivative

Mass Spectra of Organometallic Compounds. V. Some Π-Cyclopentadienyl Derivatives Not Containing Carbonyl Groups

1969 ◽  
Vol 23 (2) ◽  
pp. 148-156 ◽  
Author(s):  
R. B. King
Keyword(s):  
Mass Spectra ◽  
Organometallic Compounds ◽  
Palladium Complexes ◽  
Carbonyl Groups ◽  
Ethylene Derivative ◽  
Nickel And Palladium Complexes

The mass spectra of the following compounds are reported: (1) the π-eycloheptatrienyl derivatives C5H5 MC7H7, ( M = V and Cr); (2) the π-pyrrolyl derivative C5H5FeC4H4N; (3) the ethylene derivative C5H5Rh(C2H4)2; (4) the 1,5-cyclooctadiene derivatives C5H6 MC8H12 ( M = Rh or Ir); (5) the trimethylplatinum derivative (CH3)3PtC5H5; (6) the nickel and palladium complexes C3H5PdC5H5, C10H12OCH3PdC5H5, and C5H5NiC13H17. The following features of particular interest were observed: (1) evidence for elimination of neutral C6H6 fragments from the C5H5- MC7H7 compounds; (2) evidence for elimination of C2H2, HCN, C2H2N, C4H4N, and Fe fragments from the parent ion of C5H5FeC4H4N; (3) evidence for stepwise elimination of ethylene ligands from C6H5Rh(C2H4)2; (4) evidence for relatively weak metal–π-cyclopentadienyl bonds in the nickel and palladium derivatives.

scholarly journals Theoretical Studies on the Reactions of Aryl and Hetaryl Thioketones with Nitrilimines

2021 ◽  
Author(s):  
George Baffour Pipim ◽  
Ernest Opoku
Keyword(s):  
Density Functional ◽  
Biologically Active ◽  
Functional Theory ◽  
Atomic Spin ◽  
One Step ◽  
Synthetic Routes ◽  
The One ◽  
Total Agreement ◽  
Ethylene Derivative ◽  
Spin Densities

<p>Many synthetic routes to constructing biologically-active heterocyclic compounds are made feasible through the (3 + 2) cycloaddition 32CA reactions. Due to a large number of possible combinations of several heteroatoms from either the three-atom components (TACs) or the ethylene derivatives, the potential of the 32CA reactions in heterocyclic syntheses is versatile. Herein, the 32CA of thiophene-2-carbothialdehyde derivatives and <i>C</i>,<i>N</i>-disubstituted nitrilimines have been studied through density functional theory (DFT) calculations at the B3LYP/6-311G(d,p) level of theory. In the present study, one-step (3 + 2) and two-step (4 + 3) mechanisms of the addition of the TAC and ethylene derivative have been investigated. In all reactions considered, the one-step (3 + 2) cycloaddition is preferred over the two-step (4 + 3) cycloaddition. The TAC chemoselectively adds across the thiocarbonyl group present in the ethylene derivative in a (3 + 2) fashion to form the corresponding cycloadduct. Analysis of the electrophilic ( and nucleophilic ( Parr functions at the various reaction centers in the ethylene derivative show that the TAC adds across the atomic centers with the largest Mulliken atomic spin densities, which is in total agreement with the experimental observation. The selectivities observed in the title reaction are kinetically controlled.</p>

scholarly journals Synthesis of Unexpected Dimethyl 2-(4-Chlorophenyl)-2,3-dihydropyrrolo[2,1-a]isoquinoline-1,3-dicarboxylate via Hydrolysis/Cycloaddition/Elimination Cascades: Single Crystal X-ray and Chemical Structure Insights

Crystals ◽  
2021 ◽  
Vol 12 (1) ◽  
pp. 6
Author(s):  
Mezna Saleh Altowyan ◽  
Saied M. Soliman ◽  
Matti Haukka ◽  
Nora H. Al-Shaalan ◽  
Aminah A. Alkharboush ◽  
...  
Keyword(s):  
Dft Calculations ◽  
Single Crystal ◽  
Chemical Shifts ◽  
Spectroscopic Properties ◽  
Crystal Structure Analysis ◽  
X Ray ◽  
Tricyclic Compound ◽  
Iminium Ion ◽  
Td Dft ◽  
Ethylene Derivative

Hydrolysis/[3 + 2] cycloaddition/elimination cascades employed for the synthesis of unexpected tricyclic compound derived from isoquinoline. Reaction of ethylene derivative 1 with the isoquinoline ester iminium ion 2 in alkaline medium (MeOH/NEt3) under reflux for 1 h resulted in the formation of the fused pyrrolo[2,1-a]isoquinoline derivative 3. Its structure was elucidated by X-ray single crystal and other spectrophotometric tools. Hirshfeld calculations for 3 and its crystal structure analysis revealed the importance of the short O…H (19.1%) contacts and the relatively long H…C (17.1%), Cl…H (10.6%) and C…C (6.1%) interactions in the molecular packing. DFT calculations were used to compute the electronic and spectroscopic properties of the studied system. The studied compound has polar nature (3.5953 Debye). TD-DFT calculations assigned the shortest wavelength band (220 nm) to the HOMO−1→LUMO+2 (57%), HOMO−1→LUMO+4 (14%) mixed excitations. The calculated NMR chemical shifts correlated very well with the experimental data (R2 = 0.93–0.94).

The course of reaction of 4-nitrobenzyl bromide and 5-nitrofurfuryl bromide with bases: Operation of anion-radical mechanism

1982 ◽  
Vol 47 (5) ◽  
pp. 1334-1338 ◽  
Author(s):  
Josef Prousek
Keyword(s):  
Electron Transfer ◽  
Reaction Mechanism ◽  
Anion Radical ◽  
Radical Mechanism ◽  
Charge Transfer Complexes ◽  
Chain Reaction ◽  
Electron Transfer Chain ◽  
Initial Stage ◽  
Transfer Chain ◽  
Ethylene Derivative

4-Nitrobenzyl bromide (I) - contrary to 5-nitrofurfuryl bromide (V) - does not react with hard bases in an electron-transfer chain reaction, giving instead product of SN2 reaction. However, its reaction with soft bases affords 1,2-bis(4-nitrophenyl)ethane (III) as anion-radical mechanism product. 5-Nitrofurfuryl bromide reacts with hard bases to give 1,2-bis(5-nitro-2-furyl)ethylene (VI) whereas with soft bases 1,2-bis(5-nitro-2-furyl)ethane (VII) is formed. The derivative VII on reaction with ethanolic NaOH reacts by α-E1cB mechanism under formation of the ethylene derivative VI. The derivative III does not react by this mechanism. The solvent and base effects on the formation of charge-transfer complexes in the initial stage of these reactions in relation to the reaction mechanism are discussed.

ChemInform Abstract: Bi(1,3-bis(dicyanomethylene)indan-2-ylidene). An Ethylene Derivative with Extremely Pronounced Twisting of the C=C Bond.

ChemInform ◽  
2010 ◽  
Vol 24 (51) ◽  
pp. no-no
Author(s):  
A. BECK ◽  
R. GOMPPER ◽  
K. POLBORN ◽  
H.-U. WAGNER
Keyword(s):  
Ethylene Derivative
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