10524-77-3Relevant articles and documents
THE DIPROPENYL ETHERS: VIBRATIONAL AND 13C NMR SPECTRA
Hollein, Helen C.,Snyder, William H.
, p. 187 - 204 (1982)
The infrared vapor phase and solution spectra and the Raman liquid phase spectra as well as the 13C NMR absorption have been examined for the dipropenyl ether isomers, i.e. cis, cis (I), cis, trans (II) and trans, trans (III).Evidence based on double bond vibrational coupling, the simple nature of the spectra and the assignment of most of the fundamentals shows only one planar s-trans, s-trans conformations for each isomers.The strong double bond coupling probably indicates that substantial "through space" electron delocalization between the double bonds must be involved, and that this reduces or takes precedence over oxygen electron delocalization in the order I > II > III.The "cis effect" is explained by a dipolar interaction of β-methyl hydrogen with ether oxygen, which is absent in the trans-propenyl structures.
Supported imidazolylphosphine catalysts for highly (E)-selective alkene isomerization
Erdogan, Gulin,Grotjahn, Douglas B.
supporting information, p. 2818 - 2821 (2014/06/23)
For fine chemical synthesis, immobilized catalysts offer little advantage if they produce a product mixture that must be separated. Selective isomerization of terminal olefins is achieved by heterogenized bifunctional catalysts. Outstanding and consistent (E)-selectivity (>99%) even in cases where (E) and (Z) isomers are of comparable stability, combined with modest catalyst loadings (1 to 2 mol %), set these catalysts apart from previously reported systems. Ease of catalyst removal and high geometric selectivity avoid tedious purifications.
Mild and selective deuteration and isomerization of alkenes by a bifunctional catalyst and deuterium oxide
Erdogan, Guelin,Grotjahn, Douglas B.
body text, p. 10354 - 10355 (2009/12/08)
(Figure Presented) H/D exchange is achieved at allylic positions of alkenes using D2O in acetone and alkene isomerization catalyst 1, which features a bifunctional imidazolylphosphine. The basic nitrogen of the latter is thought to deprotonate an alkene substrate coordinated to the CpRu center; at this stage the protonated nitrogen could undergo H/D exchange with deuterium oxide. An exceptional degree of deuteration is achieved at positions accessible to isomerization, with a high degree of control. Using biphasic settings one can literally wash out reactive protons on the substrate without using organic solvents.
