80717-52-8Relevant academic research and scientific papers
Product Distribution from Precursor Bite Angle Variation in Multitopic Alkyne Metathesis: Evidence for a Putative Kinetic Bottleneck
Moneypenny, Timothy P.,Yang, Anna,Walter, Nathan P.,Woods, Toby J.,Gray, Danielle L.,Zhang, Yang,Moore, Jeffrey S.
, p. 5825 - 5833 (2018)
In the dynamic synthesis of covalent organic frameworks and molecular cages, the typical synthetic approach involves heuristic methods of discovery. While this approach has yielded many remarkable products, the ability to predict the structural outcome of
A Two-Component Alkyne Metathesis Catalyst System with an Improved Substrate Scope and Functional Group Tolerance: Development and Applications to Natural Product Synthesis
Schaubach, Sebastian,Gebauer, Konrad,Ungeheuer, Felix,Hoffmeister, Laura,Ilg, Marina K.,Wirtz, Conny,Fürstner, Alois
supporting information, p. 8494 - 8507 (2016/07/11)
Although molybdenum alkylidyne complexes such as 1 endowed with triarylsilanolate ligands are excellent catalysts for alkyne metathesis, they can encounter limitations when (multiple) protic sites are present in a given substrate and/or when forcing conditions are necessary. In such cases, a catalyst formed in situ upon mixing of the trisamidomolybenum alkylidyne complex 3 and the readily available trisilanol derivatives 8 or 11 shows significantly better performance. This two-component system worked well for a series of model compounds comprising primary, secondary or phenolic -OH groups, as well as for a set of challenging (bis)propargylic substrates. Its remarkable efficiency is also evident from applications to the total syntheses of manshurolide, a highly strained sesquiterpene lactone with kinase inhibitory activity, and the structurally demanding immunosuppressive cyclodiyne ivorenolide A; in either case, the standard catalyst 1 largely failed to effect the critical macrocyclization, whereas the two-component system was fully operative. A study directed toward the quinolizidine alkaloid lythrancepine I features yet another instructive example, in that a triyne substrate was metathesized with the help of 3/11 such that two of the triple bonds participated in ring closure, while the third one passed uncompromised. As a spin-off of this project, a much improved ruthenium catalyst for the redox isomerization of propargyl alcohols to the corresponding enones was developed.
Self-assembly of 1,3,5-benzenetricarboxylic (trimesic) acid and its analogues
Kolotuchin, Sergei V.,Thiessen, Paul A.,Fenlon, Edward E.,Wilson, Scott R.,Loweth, Colin J.,Zimmerman, Steven C.
, p. 2537 - 2547 (2007/10/03)
A crystalline inclusion complex between 1,3,5-benzenetricarboxylic acid (trimesic acid, 1) and pyrene was grown from diethyl ether/ethanol and its structure was determined by X-ray analysis. Trialkyltrimesic acids 4b-4e were synthesized in seven steps fro
