“…All three stable derivatives of trityl (i.e. cation, anion and radical) have played important roles in organic synthesis as well as in investigation of reaction mechanisms. , …”
The successful isolation of stable (and soluble) hexa- and tetratrityl cations based on hexaphenylbenzene and tetraphenylmethane scaffold has been accomplished by using readily available starting materials. These robust polytrityl cations can be isolated in crystalline form and stored indefinitely at 0 degrees C. Their structures have been established by (1)H/(13)C NMR spectroscopy and by UV-vis spectroscopy. The structures of these polytrityl cations were further confirmed by quantitative transformations to the reduced (poly)triphenylmethyl derivatives by hydride transfer from triethylsilane, cycloheptatriene, or a borane-dimethyl sulfide complex.
“…All three stable derivatives of trityl (i.e. cation, anion and radical) have played important roles in organic synthesis as well as in investigation of reaction mechanisms. , …”
The successful isolation of stable (and soluble) hexa- and tetratrityl cations based on hexaphenylbenzene and tetraphenylmethane scaffold has been accomplished by using readily available starting materials. These robust polytrityl cations can be isolated in crystalline form and stored indefinitely at 0 degrees C. Their structures have been established by (1)H/(13)C NMR spectroscopy and by UV-vis spectroscopy. The structures of these polytrityl cations were further confirmed by quantitative transformations to the reduced (poly)triphenylmethyl derivatives by hydride transfer from triethylsilane, cycloheptatriene, or a borane-dimethyl sulfide complex.
“…2 For example, he demonstrated that this group enables access to a wide variety of very reactive and/or unstable compounds, such as acyclic diphosphaurea derivatives, 3 1,3-diphosphetane-2,4-dione, acyl(chloro)organophosphanes, 4 and more. 5 Grützmacher et al had recognized the synthetic potential for low-coordinate phosphorus compounds and reported on the C-trityl phospha-alkyne. 6 In a preliminary study Schmutzler showed that trityl can serve as a leaving group if such phosphane derivatives are treated with very strong acids.…”
P-CPh3 substituted oxaphosphirane complexes 3 were prepared using Li/Cl phosphinidenoid complexes 2 (M = Cr, Mo, W) and benzaldehyde. Employing 2 and benzophenone resulted in the formation of oxaphospholane complexes 4 and 5, the former bearing a benzo[c]-1,2-oxaphospholane and the latter a novel pentacyclic P-ligand. According to DFT studies the latter P-heterocycle arises from formal dimerization of a transient benzofused 2-phosphafurane complex 8, one of the fragments undergoing water-catalyzed [1,3]H shift (4) and the other (11) formed via elimination of HCPh3.
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.
