Synthesis of two crystalline species of the Friedel-Crafts intermediate antimony pentachloride-p-toluoyl chloride. Crystal structures of the donor-acceptor complex and of the ionic salt

1972 ◽  
Vol 94 (16) ◽  
pp. 5718-5723 ◽  
Author(s):  
Bernard Chevrier ◽  
Jean Marie Le Carpentier ◽  
Raymond Weiss
1980 ◽  
Vol 35 (12) ◽  
pp. 1587-1588 ◽  
Author(s):  
Kurt Dehnicke ◽  
Rainer Lößberg

Abstract Osmiumtetroxide and antimony pentachloride form a donor acceptor complex, OsO4 · 2 SbCl5. According to the IR spectrum the complex contains OsOSb bridges. With VCl4, TiCl4, MOCl5 and osmiumtetroxide rapid ligand exchange reactions occur, forming VOCl3, TiOCl2 and several oxochlorides of molybdenum and OsCl4, respectively.


2020 ◽  
Author(s):  
José Tiago Menezes Correia ◽  
Gustavo Piva da Silva ◽  
Camila Menezes Kisukuri ◽  
Elias André ◽  
Bruno Pires ◽  
...  

A metal- and catalyst-free photoinduced radical cascade hydroalkylation of 1,7-enynes has been disclosed. The process is triggered by a SET event involving a photoexcited electron-donor-aceptor complex between NHPI ester and Hantzsch ester, which decomposes to afford a tertiary radical that is readily trapped by the enyne. <a>The method provides an operationally simple, robust and step-economical approach to the construction of diversely functionalized dihydroquinolinones bearing quaternary-centers. A sequential one-pot hydroalkylation-isomerization approach is also allowed giving access to a family of quinolinones. A wide substrate scope and high functional group tolerance was observed in both approaches</a>.


2021 ◽  
Author(s):  
Yu Lu ◽  
Chang-Zhen Fang ◽  
Qiang Liu ◽  
Bao-Lin Li ◽  
Zhi-Xiang Wang ◽  
...  

1998 ◽  
Vol 76 (12) ◽  
pp. 1844-1852
Author(s):  
Fernande D Rochon ◽  
Robert Melanson ◽  
Margaret M Kayser

At lower temperatures stabilized ylides react with unsymmetrically substituted phthalic anhydrides to give two acyclic adducts. When the reactions are allowed to proceed at higher temperature enol lactones are formed. Identification of the acyclic intermediates was necessary to understand the mechanism of these Wittig reactions. The transient species trapped in the reaction with trimethyloxonium tetrafluoroborate were unambiguously identified by crystallographic methods. The crystal structures of the tetrafluoroborate salt of methyl(triphenylphosphoranyl idene)- acetate (8), methyl(3-methoxy,2-methoxycarbonylbenzoyl)triphenylphosphoranylideneacetate (6β), and methyl(2-methoxycarbonyl,6-nitrobenzoyl)triphenylphosphoranylideneacetate (7α) were studied by X-ray diffraction. The ionic salt (8) is monoclinic, P21c,a= 12.640(5), b = 13.945(9), c = 14.825(6) Å, β = 125.32(3)°, Z = 4, and R = 0.065 (F >5.4 σ(F)). Crystal 6 β is monoclinic, P21c,a = 16.391(16), b = 9.029(6), c = 19.835(19) Å, β = 116.60(6)°, Z = 4, and R = 0.070 (F > 4.6 σ(F)), while crystal 7α is also monoclinic, P21c,a = 9.513(5), b = 9.361(3), c = 30.908(13) Å, β = 98.42(3)°, Z = 4, and R = 0.057 (F >5 σ(F)). In the BF 4- salt (12), the four P-C distances are equal (1.791(5)-1.801(7) Å) with identical tetrahedral angles. For the two triphenylphosphoranylideneacetate compounds, the fourth P-C(1) bond is shorter (1.762(6)-1.734(5) Å) than the three P-C(Ph) bonds (avg. 1.809(5) Å). The angles C(1)-P-C(Ph) are also larger (avg. 112.9(2)° for 6β and 111.9(2)° for 7α) than the C(Ph)-P-C(Ph) angles (avg. 105.8(2)° for 6 β and 106.9(2)° for 7α). These values suggest a multiple nature for the P-C(1) bond. In the nitro derivative, the nitro and the ester groups are disordered equally in positions 2 and 6. Key words: Wittig reactions, cyclic anhydrides, stabilized ylide, phosphoranylidenes, crystal structures.


2001 ◽  
Vol 40 (20) ◽  
pp. 5182-5187 ◽  
Author(s):  
Rhett Kempe ◽  
Elmar Kessenich ◽  
Axel Schulz

Author(s):  
Jenna L Sartucci ◽  
Arindam Maity ◽  
Manikandan Mohanan ◽  
Jeffery A. Bertke ◽  
Miklos Kertesz ◽  
...  

Understanding the doping mechanism in organic semiconductors and generating molecular design rules to control the doping process is crucial to improve the performance of organic electronics. Even though controlling the...


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