scholarly journals Towards Advances in Molecular Understanding of Boric Acid Biocatalyzed Ring-Opening (Co)Polymerization of δ-Valerolactone in the Presence of Ethylene Glycol as an Initiator

Molecules ◽  
2021 ◽  
Vol 26 (16) ◽  
pp. 4859
Author(s):  
Khadar Duale ◽  
Piotr Latos ◽  
Anna Chrobok ◽  
Adrian Domiński ◽  
Magdalena Martinka Maksymiak ◽  
...  

Following our previous studies on the molecular level structure of (co)oligoesters obtained via anionic homo- and co-polymerization of novel β-substituted β-lactones, prepared by the atmospheric pressure carbonylation reaction of respective epoxides, the boric acid biocatalyzed ring-opening (co)polymerization of δ-valerolactone has been studied. As a co-monomer the 6-methy-ε-caprolactone, prepared by the one-pot oxidation of respective alcohol, and ethylene glycol as polymerization initiator were used. The obtained copolymers were characterized by 1H-NMR, GPC and ESI-MS, respectively in order to confirm their chemical structures and identity. Subsequently, tandem mass spectrometry (MS-MS studies) via collision-induced dissociation were utilized to characterize the fragmentation pattern. ESI-MS and NMR analyses confirmed the formation of random linear copolymer chains composed of different polyester repeat units. MS-MS experiments showed that fragmentation proceeds via ester bound cleavage along the (co)polyester chains. The innovative aspect of this contribution is related to the elaboration of the telechelic (co)polymers end-capped with hydroxyl end groups and well-defined molecular architectures, which could facilitate the development of new flexible macromolecular systems for potential biomedical applications.

2020 ◽  
Vol 24 (20) ◽  
pp. 2341-2355
Author(s):  
Thaipparambil Aneeja ◽  
Sankaran Radhika ◽  
Mohan Neetha ◽  
Gopinathan Anilkumar

One-pot syntheses are a simple, efficient and easy methodology, which are widely used for the synthesis of organic compounds. Imidazoline is a valuable heterocyclic moiety used as a synthetic intermediate, chiral auxiliary, chiral catalyst and a ligand for asymmetric catalysis. Imidazole is a fundamental unit of biomolecules that can be easily prepared from imidazolines. The one-pot method is an impressive approach to synthesize organic compounds as it minimizes the reaction time, separation procedures, and ecological impact. Many significant one-pot methods such as N-bromosuccinimide mediated reaction, ring-opening of tetrahydrofuran, triflic anhydrate mediated reaction, etc. were reported for imidazoline synthesis. This review describes an overview of the one-pot synthesis of imidazolines and covers literature up to 2020.


2015 ◽  
Vol 17 (6) ◽  
pp. 3362-3372 ◽  
Author(s):  
Nataraj Poomathi ◽  
Sivakalai Mayakrishnan ◽  
Doraiswamy Muralidharan ◽  
Rajagopal Srinivasan ◽  
Paramasivan T. Perumal

A straightforward approach for the one-pot synthesis of isoxazoloquinoline and spiroxindole derivatives in water has been established using p-toluene sulphonic acid as a catalyst.


1992 ◽  
Vol 33 (40) ◽  
pp. 5897-5900 ◽  
Author(s):  
Adrian L. Schwan ◽  
David A. Wilson
Keyword(s):  
One Pot ◽  

ChemInform ◽  
2010 ◽  
Vol 24 (11) ◽  
pp. no-no
Author(s):  
A. L. SCHWAN ◽  
D. A. WILSON
Keyword(s):  
One Pot ◽  

2021 ◽  
Vol 18 ◽  
Author(s):  
Ahmad Ahmad Abdullah ◽  
Jalal Zahra ◽  
Salim Sabri ◽  
Firas Awwadi ◽  
Mohammed Abadleh ◽  
...  

Introduction: The preparation of model 6-chloro-5-nitrothieno[2,3-c]pyridazines incorporating (2'-halo-5'-nitrophenyl) entity is described. Interaction of these substrates with N'-(aryl)benzothiohydrazides, in the presence of triethylamine, followed a formal [4+1] annulation, furnishing the respective 1,3,4-thiadiazoline–benzothiazolo [3,2-b]pyridazine hybrids directly. This one-pot synthesis implies thiophene ring-opening and two consecutive intramolecular cyclizations. The structures of the synthesized new hybrids are supported by MS, NMR, and IR spectral data and further confirmed by single-crystal X-ray diffraction. These hybrids exhibit antiproliferative activity with notable selectivity against solid tumor cell lines (IC50: 4-18 μM). Aims: This study aimed at exploring the scope and applicability of thiophene ring-opening reaction towards the synthesis of new thiadiazoline–[fused]tricyclic conjugates. Background: α-Chloro-β-nitrothienopyridazine underwent ring-opening upon reacting with N'-(aryl)benzothiohydrazides generating 1,3,4-thiadiazoline–benzothiazolo[3,2-b]pyridazines. Objective: This new thiophene ring-opening reaction is applied to the one-pot synthesis of thiadiazoline–benzothiazolo[3,2-b]pyridazine couples. Method: A direct interaction of α-chloro-β-nitrothienopyridazine with N'-(aryl)benzothiohydrazide at room temperature for 1-2 h occurred. Result: α-Chloro-β-nitrothieno[2,3-c]pyridazines are suitable substrates for the facile synthesis of thiadiazoline–benzothiazolo[3,2-b]pyridazine hybrids. Conclusion: This novel ring-opening reaction proceeds via formal [4+1] annulation and provides a versatile approach to various conjugated and/or fused five-membered heterocycles.


2019 ◽  
Vol 10 (23) ◽  
pp. 2996-3000 ◽  
Author(s):  
Daniel B. Wright ◽  
Maria T. Proetto ◽  
Mollie A. Touve ◽  
Nathan C. Gianneschi

We report the one-pot aqueous phase synthesis of cisplatin drug loaded micellar nanoparticles using Ring-Opening Metathesis Polymerization-Induced Self-Assembly (ROMPISA).


Author(s):  
Xiao Dan Han ◽  
Gao Liang Peng ◽  
Wei Xiong ◽  
Ran Gan ◽  
Jian Ping Fu ◽  
...  
Keyword(s):  
One Pot ◽  

We report here that polysubstituted cyclopent-2-enols can be constructed by the one-pot reaction of doubly activated cyclopropanes and ɑ-EWG substituted acetonitriles under mild basic conditions via a domino-ring-opening-cyclization /deacylation/oxidation sequence....


2015 ◽  
Vol 3 (3) ◽  
pp. 693-702 ◽  
Author(s):  
Johannes A. van Hensbergen ◽  
Meina Liu ◽  
Robert P. Burford ◽  
Andrew B. Lowe

This contribution addresses the important issue of chemical, kinetic and thermodynamic matching in the one-pot preparation of organic–inorganic hybrid materials based on simultaneous titania sol–gel chemistry and ring-opening metathesis polymerization (ROMP).


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