57459-39-9Relevant academic research and scientific papers
THIONES AS SUPERDIPOLAROPHILES
Huisgen, Rolf,Langhals, Elke
, p. 5369 - 5372 (2007/10/02)
According to kinetic measurements,the 1,3-cycloadditions of diphenyl-diazomethane to thioketones are much faster than those to α,β-unsaturated carbonyl compounds and nitriles previously regarded as record dipolarophiles.The primary cycloadducts are tetrasubstituted 1,3,4-thiadiazolines which extrude N2 and furnish thiiranes via thiocarbonyl ylides.
New Host Family Based on Small-Ring Compounds
Weber, Edwin,Hecker, Manfred,Csoeregh, Ingeborg,Czugler, Matyas
, p. 7866 - 7872 (2007/10/02)
Three- and four-membered ring compounds with functional groups and bulky substituents have proved to be a rewarding new source of inclusion hosts.These hosts form clathrates with a variety of uncharged organic molecules ranging from protic dipolar to apolar compounds (168 different inclusion species).Formation and selectivity depend in a systematic manner on structural parameters of the host, such as the nature, number, and position of functional groups, the substituents, and ring size.X-ray structure analyses of two inclusion compounds 12121; = 9.782 (1), b = 11.376 (1), c = 17.603 (1) Angstroem; Z = 4. 17*MeCN (1:1): Pbcn; a = 12.314 (1), b = 16.074 (1), c = 12.938 (1) Angstroem; Z = 4> and of a free host molecule 1; a = 7.339 (2), b = 11.657 (4), c = 9.149 (3) Angstroem; β = 110.070; Z = 2> are reported, revealing the building principles of the new clathrate family.The structures exhibit linear chains of inter-/intramolecular H bridges between carboxylic groups in the free host 1 and H-bridge aggregation of host and guest molecules in infinite helical chains for the 1*t-BuOH (1:1) inclusion.In 17*MeCN (1:1), the guest molecules are tightly enclosed by the host framework without further specific interactions.
1,3-Dipolar Cycloadditions, 92. - Reactions of Aliphatic Diazo Compounds with Fourfold Acceptor-Substituted Ethylenes
Huisgen, Rolf,Eichenauer, Ulrich,Langhals, Elke,Mitra, Abhijit,Moran, Joaquin Rodriguez
, p. 153 - 158 (2007/10/02)
In contrast to a literature report, diazomethane and diazoacetic ester add to the CC double bond of tetracyanoethylene and ethylenetetracarboxylic ester.The behavior of the 1- and 2-pyrazolines deviates from the rule.
