THE CRYSTAL AND MOLECULAR-STRUCTURE OF TRIS(SUBSTITUTED AMINO) SULFONIUM IONS
THE CRYSTAL AND MOLECULAR-STRUCTURE OF TRIS(SUBSTITUTED AMINO) SULFONIUM IONS
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DOI:
10.1021/ja00236a028
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发表时间:
1987-01-21
影响因子:
15
通讯作者:
GUGGENBERGER, LJ
中科院分区:
文献类型:
--
作者:
FARNHAM, WB;DIXON, DA;GUGGENBERGER, LJ
The synthesis and crystal structures determined by X-ray diffraction techniques for a number of salts of the tris (dimethylamino) sulfonium cation (methyl-TAS) are reported. The structures of the methyl-TAS cation are all very similar, and the cation possesses approximate Cs symmetry with two equivalent (CH3) 2N" groupsand one unique (CH3) 2N'group. The structure is characterized by a long SN'bond distance of 1.689 A and two short SN" bond distances of 1.615 A. The N"-SN" bond angle is large, 115.4, while the two N'-SN" bond angles are smaller, 99.2, similar to those in other sulfonium ions. The unique amino group is pyramidal, and the equivalent amino groups are approximately planar. The results suggest multibonding character in the SN" bonds. Ab initio molecular orbital calculations on S (NH2) 3+ with a large basis set confirm the observed X-ray crystalstructure. A detailed conformational analysis of the surface for inversion at S+ is presented. Analytically calculated infrared frequencies and intensities are presented, and these results are consistent with the observed structures. The sulfur is found to be quite positive, q (S)= 0.92 e. The crystal structure of a tricyclic TAS derivative is also presented. Ring strain causes deviations from the preferred structure found for methyl-TAS. A very short nominally nonbonded SO distance of 2.55 A is observed.