42302-16-9Relevant articles and documents
Strained metal bonding environments in methylindium dithiolates and their reactivity as initiators for the ring-opening polymerization of cyclic esters
Briand, Glen G.,Cairns, Stefan A.,Decken, Andreas,Dickie, Courtney M.,Kostelnik, Thomas I.,Shaver, Michael P.
, p. 22 - 32 (2016)
We have synthesized indium complexes containing a variety of metal bonding environments through use of polyfunctional dithiolate ligands and examined their reactivity as initiators for the ring-opening polymerization of l-lactide, rac-lactide, ?-caprolactone and β-butyrolactone. The facile reaction of Me3In with the corresponding polyfunctional dithiols in toluene, thf or diethyl ether resulted in the formation of [MeIn(SOOS)]2 (3), MeIn(SNNS) (4), [MeIn(ONS2)]3 (5), MeIn(NNS2) (6), MeIn(NNS2Pr) (7) and MeIn(pyrS)2 (8). The solid-state structures of 3 and 5 each show the corresponding ligand to be tridentate with an uncoordinated ligand O atom. Dimeric (3) and trimeric (5) structures result from short intermolecular In ... S interactions. All structures show five coordinate indium centres in distorted trigonal bipyramidal bonding environments, but with various arrangements of donor atoms (eq/ax): SSC/OS (3,5), SNC/NS (4), SSN/NC (6), SSC/NS (7) and SSC/NN (8). DFT studies of model MeIn(SMe)2(NH3)2 systems show the bonding environments in 4 and 6 to be highly strained, while the axial In-Me bond of 6 shows the longest bond distance and lowest vibrational frequency. Compound 5 provided the best control of the polymerization of l-lactide and rac-lactide in THF at 70°C, and a small heterotactic enrichment was observed for the latter. Compounds 3 and 4 provided the best control of the polymerization of β-BL in toluene at 70°C in toluene, and compound 3 provided the best control of the polymerization of ?-CL in toluene at 70°C. In all cases, polymerization rates were low. This work demonstrates a systematic approach to exploring the modification and reactivity of main group metal bonding motifs, which has resulted in identification of two novel "strained" bonding environments for indium.
Rapid Synthesis of a Lipocationic Polyester Library via Ring-Opening Polymerization of Functional Valerolactones for Efficacious siRNA Delivery
Hao, Jing,Kos, Petra,Zhou, Kejin,Miller, Jason B.,Xue, Lian,Yan, Yunfeng,Xiong, Hu,Elkassih, Sussana,Siegwart, Daniel J.
supporting information, p. 9206 - 9209 (2015/08/06)
The ability to control chemical functionality is an exciting feature of modern polymer science that enables precise design of drug delivery systems. Ring-opening polymerization of functional monomers has emerged as a versatile method to prepare clinically translatable degradable polyesters.1 A variety of functional groups have been introduced into lactones; however, the direct polymerization of tertiary amine functionalized cyclic esters has remained elusive. We report a strategy that enabled the rapid synthesis of >130 lipocationic polyesters directly from functional monomers without protecting groups. These polymers are highly effective for siRNA delivery at low doses in vitro and in vivo.
Aryl compounds with aminoalkyl substituents and their use
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Page/Page column 55, (2012/01/13)
The present application relates to novel aryl compounds with aminoalkyl substituents, to processes for their preparation, to their use for treatment and/or prevention of diseases and to their use for the preparation of medicaments for treatment and/or prevention of diseases, in particular for treatment and/or prevention of hyperproliferative and angiogenic diseases and those diseases which arise from metabolic adaptation to hypoxic states. Such treatments can be carried out as monotherapy or also in combination with other medicaments or further therapeutic measures.