52884-63-6Relevant academic research and scientific papers
The conformational energies of 2-methyl- and 4-methyl-1,3-dithiane. The breakdown of 1,3-syn diaxial repulsion hypothesis
Ribeiro, Douglas S.,Rittner, Roberto
, p. 85 - 92 (2003)
The conformational enthalpies (ΔH) of 2-methyl- (-1.76 kcal mol -1) and 4-methyl-1,3-dithiane (-1.75 kcal mol-1) were obtained by the analysis of 13C chemical shifts as a function of temperature. These energies are in excellent agreement both with calculated values (B3LYP/6-31G(d,p)) and with literature values based on 2,4-dialkyl-1,3-dithiane. The results confirm the similarity between the conformational energies of the methyl group at the 2 and 4 positions of the dithiane ring and that of methylcyclohexane, despite the larger distances between ring 1,3-syn-axial hydrogens and the closest methyl axial hydrogen in the dithiane ring. The possibility of a buttressing effect on the 2,4-dialkyl-1,3-dithianes previously studied and the rationale of 1,3-syn-axial steric interaction are discussed. ζ 2003 Elsevier B.V. All rights reserved.
Direct transformation of 1,3-dihalides into dithianes and dithiepines via a novel one-pot reaction with carbon disulfide and sodium borohydride
Wan, Yongqin,Kurchan, Alexei N.,Barnhurst, Loren A.,Kutateladze, Andrei G.
, p. 1133 - 1135 (2007/10/03)
1,3-Dithianes and -dithiepines are prepared via an experimentally simple and efficient direct transformation of 1,n-alkyl dihalides utilizing carbon disulfide and sodium borohydride.
THIOLS, UNSYMMETRICAL SULFIDES AND THIOACETALS FROM THE NEW REAGENT: TRIISOPROPYLSILANETHIOL
Miranda, Edgar I.,Diaz, Michael J.,Rosado, Izander,Soderquist, John A.
, p. 3221 - 3224 (2007/10/02)
Triisopropylsilanethiol (HSTIPS, 1), easily prepared in 98percent yield from H2S and TIPSCl, is efficiently alkylated in a selective manner with 10 and 20 alkyl halides or tosylates through its potassium thiolate (2c) to provide RSTIPS (3) in excellent yields.Compound 3 provides a convenient source of alkanethiols (4), unsymmetrical dialkyl sulfides (5) and thioacetals (6).
Catalytic Thioether and Thioacetal Formation using Bis(diphenylphosphino)methane Complexes of Platinum (II)
Page, Philip C. Bulman,Klair, Sukhbinder S.,Brown, Michael P.,Smith, Christopher S.,Maginn, Stephen J.,Mulley, Suzanne
, p. 5933 - 5940 (2007/10/02)
Bis(dihenylphosphino)methane complexes of platinum (II) catalyze the formation of thioethers from thiols and alkyl halides and of thioacetals from thiols or dithiols and geminal dihalides.
