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Thermal Reactions of Regioisomeric 1,2,4‐Trithiolane S ‐Oxides
Author(s) -
Mloston Grzegorz,
Romanski Jaroslaw,
McKee Michael L.,
Reisenauer Hans Peter,
Schreiner Peter R.
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200901440
Subject(s) - chemistry , oxide , pyrolysis , sulfide , conformational isomerism , gas phase , computational chemistry , density functional theory , rationalization (economics) , organic chemistry , molecule , philosophy , epistemology
The products of the gas‐phase pyrolysis of two regioisomeric 1,2,4‐trithiolane S ‐oxides were collected in an argon matrix at 10 K and studied by means of spectroscopic as well as computational methods. Whereas the main products of the pyrolysis of the “symmetrical” S ‐oxide were identified asthioformaldehyde S ‐oxide and thioformaldehyde S ‐sulfide, the “non‐symmetrical” S ‐oxide gave predominantly dithioformic acid, which exists as a mixture of s ‐ cis and s ‐ trans conformers. We present a rationalization of the reaction pathways including density functional theory computations.
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