Cyclic Poly(?-peptoid)s by Lithium bis(trimethylsilyl)amide (LiHMDS)-Mediated Ring-Expansion Polymerization: Simple Access to Bioactive Backbones

نویسندگان

چکیده

Cyclic polymers display unique physicochemical and biological properties. However, their development is often limited by challenging preparation. In this work, we present a simple route to cyclic poly(?-peptoids) from N-alkylated-N-carboxyanhydrides (NNCA) using LiHMDS promoted ring-expansion polymerization (REP) in DMF. This new method allows the unprecedented use of lysine-like monomers REP design bioactive macrocycles bearing pharmaceutical potential against Clostridioides difficile, bacterium responsible for nosocomial infections.

برای دانلود باید عضویت طلایی داشته باشید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Cyclic ruthenium-alkylidene catalysts for ring-expansion metathesis polymerization.

A series of cyclic Ru-alkylidene catalysts have been prepared and evaluated for their efficiency in ring-expansion metathesis polymerization (REMP). The catalyst structures feature chelating tethers extending from one N-atom of an N-heterocyclic carbene (NHC) ligand to the Ru metal center. The catalyst design is modular in nature, which provided access to Ru complexes having varying tether leng...

متن کامل

A direct route to cyclic organic nanostructures via ring-expansion metathesis polymerization of a dendronized macromonomer.

Cyclic organic nanostructures were prepared via ring-expansion metathesis polymerization of a dendronized norbornene macromonomer. The strategy provides a direct, efficient route to nanoscale rings in a single operation. AFM imaging confirmed toroidal features having diameters of ca. 35-40 nm.

متن کامل

Ring-opening polymerization of rac-lactide mediated by tetrametallic lithium and sodium diamino-bis(phenolate) complexes.

Lithium and sodium compounds supported by tetradentate amino-bis(phenolato) ligands, [Li2(N2O2(BuBuPip))] (1), [Na2(N2O2(BuBuPip))] (2) (where [N2O2(BuBuPip)] = 2,2'-N,N'-homopiperazinyl-bis(2-methylene-4,6-tert-butylphenol), and [Li2(N2O2(BuMePip))] (3), [Na2(N2O2(BuMePip))] (4) (where [N2O2(BuMePip)] = 2,2'-N,N'-homopiperazinyl-bis(2-methylene-4-methyl-6-tert-butylphenol) were synthesized and...

متن کامل

Ring-expansion metathesis polymerization: catalyst-dependent polymerization profiles.

Ring-expansion metathesis polymerization (REMP) mediated by recently developed cyclic Ru catalysts has been studied in detail with a focus on the polymer products obtained under varied reaction conditions and catalyst architectures. Depending upon the nature of the catalyst structure, two distinct molecular weight evolutions were observed. Polymerization conducted with catalysts bearing six-car...

متن کامل

Ring-opening polymerization of cyclic esters with lithium amine-bis(phenolate) complexes.

Lithium compounds of tetradentate amino-bis(phenolato)-tetrahydrofuranyl ligands, Li(2)[L1] (1) and Li(2)[L2] (2) (where [L1] = 2-tetrahydrofuranyl-N,N-bis(2-methylene-4-methyl-6-tert-butylphenolate), and [L2] = 2-tetrahydrofuranyl-N,N-bis(2-methylene-4,6-tert-butylphenolate)) were characterized by multinuclear solution NMR and solid-state (6)Li and (7)Li NMR spectroscopy. The proligands, n-pro...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

ژورنال

عنوان ژورنال: Journal of the American Chemical Society

سال: 2021

ISSN: ['0002-7863', '1520-5126', '1943-2984']

DOI: https://doi.org/10.1021/jacs.0c13231