79999-63-6Relevant academic research and scientific papers
Thiocarbonyl ylides and electrophilic azo compounds; sterically hindered cyclic hydrazodicarboxylic esters
Huisgen, Rolf,Li, Xingya,Mloston, Grzegorz,Knorr, Rudolf,Huber, Helmut,Stephenson, David S.
, p. 12783 - 12796 (2007/10/03)
The cycloadduct 5, prepared from adamantanethione S-methylide with dimethyl azodicarboxylate, exists in solution in two conformations P and Q (70:30 in CDCl3), which are separated by a barrier of ΔC≠ 18.3 ± 0.6 kcal mol-1; according
NEW REACTIONS OF THIOBENZOPHENONE S-METHYLIDE
Xingya, Li,Huisgen, Rolf
, p. 4181 - 4184 (2007/10/02)
2,2-Diphenyl-1,3,4-thiadiazoline, prepared from thiobenzophenone and diazomethane at -78 deg C, extrudes N2 at -45 deg C and allows to study in situ 1,3-cycloadditions of thiobenzophenone S-methylide (3) with electrophilic C=S, C=C, CC, and N=N bonds.
THE ACTIVITY SCALE OF DIPOLAROPHILES VERSUS THIOBENZOPHENONE S-METHYLIDE
Huisgen, Rolf,Xingya, Li
, p. 4185 - 4188 (2007/10/02)
Competition experiments of pairs of dipolarophiles for thiobenzophenone (2) furnish relative rate constants which reveal an unusually high selectivity of the nucleophilic 1,3-dipole, in accordance with Sustmann's PMO concept.
