The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine( cas:147700-62-7 ) is researched.Application of 147700-62-7.Haag, Dieter; Runsink, Jan; Scharf, Hans-Dieter published the article 《[L*Rh(NBD)Cl] (L* = Chiral Cyclic Monophosphonite): A Novel Class of Rhodium(I) Complexes and Their Evaluation in the Asymmetric Hydrosilylation of Ketones. Investigations of the Effects of Temperature and Ligand Backbone》 about this compound( cas:147700-62-7 ) in Organometallics. Keywords: ketone asym hydrosilylation rhodium phosphonite catalyst; phosphonite cyclic chiral rhodium preparation catalyst. Let’s learn more about this compound (cas:147700-62-7).
New Rh(I) complexes [L*Rh(NBD)Cl] (L* = chiral cyclic phosphonite with a fused 1,4-dioxane or cyclobutane ring in the backbone) were synthesized via the corresponding borane-phosphonite adducts. They turned out to be highly active catalysts in the asym. hydrosilylation of ketones in a broad temperature range. Evaluation of the temperature dependent measurements according to the Eyring formalism disclosed a nonlinear relation between ln P (P = ratio of the enantiomeric product alcs.) and the reciprocal of temperature marked by the occurrence of points of inversion in the middle temperature region between -5 and 30°. These findings indicate a complexly composed selection mechanism that is controlled by at least two relevant partial steps. Also, by comparison of different catalysts based on a 1,4-dioxane, a cyclobutane, or a 1,3-dioxolane ring in the backbone of L*, the conformational properties of the ligand backbone were revealed to be a crucial feature determining not only the extent but also the direction of chirality transfer, thus providing a versatile tool for the construction of stereocomplementary ligands. Accordingly, by proper choice of the ligand backbone and the temperature, fairly good enantioselectivities in the hydrosilylation of rather different ketones like acetophenone (82% ee) and pivalophenone (86% ee) can be achieved.
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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem