Pentacoordinate silicon compounds: Stereochemical non-rigidity of chelates formed by intramolecular ring-closure. Crystal structure of 8-dimethylamino-1-trifluorosilylnaphthalene

1994 ◽  
Vol 470 (1-2) ◽  
pp. 43-57 ◽  
Author(s):  
Francis Carré ◽  
Robert J.P. Corriu ◽  
Agapit Kpoton ◽  
Monique Poirier ◽  
Gérard Royo ◽  
...  
1983 ◽  
Vol 38 (7) ◽  
pp. 825-829 ◽  
Author(s):  
Gerhard Klebe ◽  
Jan W. Bats ◽  
Karl Hensen

Abstract The crystal structure of C12H11N2SiCl3 (monoclinic, P21/m, Z = 2, with a: 9.284(4), b: 7.226(2), c: 10.832(5) Å, β = 115.14(3)°) was refined to R(F) =0.035 from 1228 independent reflections. A trigonal bipyramidal, pentacoordinate silicon is observed. The chelated complex shows two different Si−N bonds, a coordinative bond (1.984(2) Å) between Si and N on the axial position and a Si−N single bond (1.737(3) A, equatorial plane), introduced by chemical reaction. The coordinative bond is 14.2% longer than the Si−N single bond. The lengthening of the coordinative bond in the present case is compared with distances in other extracoordinated silicon compounds.


1974 ◽  
Vol 78 (3) ◽  
pp. C43-C46 ◽  
Author(s):  
Michael Cooke ◽  
Judith A.K. Howard ◽  
Charles R. Russ ◽  
F.Gordon A. Stone ◽  
Peter Woodward

Molecules ◽  
2018 ◽  
Vol 23 (12) ◽  
pp. 3079 ◽  
Author(s):  
Aleksey V. Zerov ◽  
Anna N. Kazakova ◽  
Irina A. Boyarskaya ◽  
Taras L. Panikorovskii ◽  
Vitalii V. Suslonov ◽  
...  

The TfOH-mediated reactions of 2,4-diaryl-1,1,1-trifluorobut-3-yn-2-oles (CF3-substituted diaryl propargyl alcohols) with arenes in CH2Cl2 afford 1,3-diaryl-1-CF3-indenes in yields up to 84%. This new process for synthesis of such CF3-indenes is complete at room temperature within one hour. The synthetic potential, scope, and limitations of this reaction were illustrated by more than 70 examples. The proposed reaction mechanism invokes the formation of highly reactive CF3-propargyl cation intermediates that can be trapped at the two mesomeric positions by the intermolecular nucleophilic attack of an arene partner with a subsequent intramolecular ring closure.


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