Supramolecular approach for synthesis and functionalization of cyclic macromolecules

Oike, Hideaki

doi:10.1016/j.reactfunctpolym.2007.07.010

Cited by 24 publications

(22 citation statements)

References 58 publications

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“…We did not observe any significant degradation of the redox species,e xcept at the slowest scan rate used (v = 0.04 Vs À1 )athigh potential (above the 2 + /3 + transition). Additionally,C Vs were run in [nBu 4 F 4 and increased electrostatic interactions between the redox sites,h alf-wave potential splittings were significantly enhanced. [31,32] This pushes the third oxidation wave close to the anodic stability limit of our electrolyte with concomitant changes in the voltammetric response (Supporting Information, Figure S16).…”

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confidence: 99%

Ferrocene‐ and Biferrocene‐Containing Macrocycles towards Single‐Molecule Electronics

et al. 2017

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Cyclic multiredox centered systems are currently of great interest, with new compounds being reported and developments made in understanding their behavior. Efficient, elegant, and high‐yielding (for macrocyclic species) synthetic routes to two novel alkynyl‐conjugated multiple ferrocene‐ and biferrocene‐containing cyclic compounds are presented. The electronic interactions between the individual ferrocene units have been investigated through electrochemistry, spectroelectrochemistry, density functional theory (DFT), and crystallography to understand the effect of cyclization on the electronic properties and structure.

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confidence: 99%

Ferrocene‐ and Biferrocene‐Containing Macrocycles towards Single‐Molecule Electronics

et al. 2017

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“…One portion of this peptide was coupled with Z-Gly-Aib-Aib-OH [12] using PyBOP, to give, after the Z protecting group has been removed, pure octapeptide 7. The condensation of the second portion of H-Val-Aib-Leu-Aib-Phe-OtBu with Z-Gly-Aib-OH [12] afforded heptapeptide Z-Gly-Aib-Val-Aib-Leu-Aib-Phe-OtBu (8) in good yield when PyBOP was used as the coupling reagent.…”

Section: Resultsmentioning

confidence: 99%

“…Therefore, we decided to use DEPC in combination with the coupling reagent DEPBT. This reagent has proven to be very efficient in the synthesis of cyclic peptides with Scheme 2 Synthesis of octapeptide (7) and heptapeptide (8). remarkable resistance to racemisation [36].…”

Section: Resultsmentioning

confidence: 99%

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New 21‐ and 24‐atom Aib‐containing cyclopeptides

Jeremic

Linden

Heimgartner

2008

Journal of Peptide Science

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The synthesis of two Aib-containing cyclic octapeptides, cyclo(Leu-Aib-Phe-Aib-Gly-Aib-Phe-Aib) (1) and cyclo(Gly-Aib-Aib-Val-Aib-Leu-Aib-Phe) (2), and a cyclic heptapeptide cyclo(Gly-Aib-Val-Aib-Leu-Aib-Phe) (3), is described. The linear precursors of 1-3 were prepared using solution-phase techniques, and the cyclisation was also accomplished in solution. Among the coupling reagents examined in the final macrolactamisation step, PyAOP, HATU and DEPC/DEPBT efficiently yielded cyclised products. However, the success of the cyclisation was found to be dependent on the coupling reagent used. The two octapeptides 1 and 2 were obtained in much better yields (up to 63%) than the cycloheptapeptide 3 (30-37%). In addition, crystal-state conformational analysis of 2 was performed by X-ray crystallography. Six intramolecular hydrogen bonds stabilise the structure characterised by two consecutive type II'/I beta-turns, two consecutive type II/III' beta-turns, one gamma-turn, and one inverse gamma-turn.

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“…They serve as simplified models for their native counterparts, thus inherent physical behaviors of cyclic and knotted polymers can be thoroughly investigated. Many efforts have been made to synthesize and characterize cyclic polymers [8][9][10]. Recently, the knotted polymersknotted polystyrene (PS) rings have also been synthesized and characterized [11,12].…”

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confidence: 99%

Coil to globule transition of homo- and block-copolymer with different topological constraint and chain stiffness

Wang

2015

Sci. China Chem.

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In this paper, we present the coil-to-globule (CG) transitions of homopolymers and multiblock copolymers with different topology and stiffness by using molecular dynamics with integrated tempering sampling method. The sampling method was a novel enhanced method that efficiently sampled the energy space with low computational costs. The method proved to be efficient and precise to study the structural transitions of polymer chains with complex topological constraint, which may not be easily done by using conventional Monte Carlo method. The topological constraint affects the globule shape of the polymer chain, thus further influencing the CG transition. We found that increasing the topological constraint generally decreased CG transition temperature for homopolymers. For semiflexible chains, an additional first-order like symmetry-broken transition emerged. For block copolymers, the topological constraint did not obviously change the transition temperature, but greatly reduced the energy signal of the CG transition.

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Supramolecular approach for synthesis and functionalization of cyclic macromolecules

Cited by 24 publications

References 58 publications

Ferrocene‐ and Biferrocene‐Containing Macrocycles towards Single‐Molecule Electronics

Ferrocene‐ and Biferrocene‐Containing Macrocycles towards Single‐Molecule Electronics

New 21‐ and 24‐atom Aib‐containing cyclopeptides

Coil to globule transition of homo- and block-copolymer with different topological constraint and chain stiffness

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