The structure of phenylsulfanylacetylene, PhSCCH, as determined in the gas phase by electron diffraction, in the crystalline phase at 150 K by X-ray diffraction and by ab initio computations

Blake, Alexander J.; Brain, Paul T.; Gould, Robert O.; McNab, Hamish; Rankin, David W. H.; Robertson, Heather E.; Amaro, Pedro; Landelle, Isabella; Bühl, Michæl

doi:10.1039/p29940001429

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2007

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In Pursuit of an Acetylenedithiolate Synthesis

Seidel¹,

Meel²,

Schaffrath³

et al. 2007

Eur J Org Chem

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Acetylene disulfides RSC 2 SR, which are furnished with typical thiol protection groups R, were synthesized, fully characterized, and tested with respect to the aimed cleavage of R. While the alkyne RSC 2 SR with R = C 2 H 4 SiMe 3 is easily accessible, the corresponding disulfide with R = CPh 3 can be prepared only with difficulties, and attempts to use the SiMe 3 group lead to the isolation of a dithiacyclopentene derivative. The molecular structures of Ph 3 CSC 2 SCPh 3 and Ph 3 CSC 2 H, which were investigated by X-ray diffraction, show a remarkable combination of long and very short carbon-sulfur

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