ISSN:
0570-0833
Keywords:
Multiple bonds
;
Fluorine
;
Double-bond rule
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Alkylidene and alkylidyne sulfur fluorides contain sulfur-carbon multiple bonds. In contrast to the sulfur ylides, alkylidene sulfur fluorides fulfill all the criteria for double bonds, i.e. they have short bond lengths, strong anisotropic distribution of electron density, and rotation about the C—S bond is restricted. Alkylidyne sulfur fluorides have especially short bond distances and, due to a high amplitude bending motion, appear to be more or less linear, depending on the physical state. The advantage of the C—S multiple bond systems in contrast with numerous others, e.g. those of phosphorus and silicon, is that they exist without steric stabilization. Moreover, the limits of the triple-bond principle are outlined: the prognosis for triple bonds between two elements of higher periods is poor, because carbene-like or fully bridged structures win in terms of stability.
Additional Material:
11 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/anie.199103611
Permalink
