ArticleJournal of the American Chemical Society2012
Strained cyclophane macrocycles: impact of progressive ring size reduction on synthesis and structure.
Article in Journal of the American Chemical Society, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
12 citing papers in PubMed.
- Chloride Selective, Nonprotonophoric Ion Transport with Macrocyclic Halogen Bonding Anionophores.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Expanding the Repertoire of Large Scaffolds withThe Journal of organic chemistry · 2025Article
- Addressing Challenges of Macrocyclic Conformational Sampling in Polar and Apolar Solvents: Lessons for Chameleonicity.Journal of chemical information and modeling · 2023Article
- Theoretical studies on donor-acceptor based macrocycles for organic solar cell applications.Scientific reports · 2022Article
- Improved Diazo-Transfer Reaction for DNA-Encoded Chemistry and Its Potential Application for Macrocyclic DEL-Libraries.Molecules (Basel, Switzerland) · 2021Article
- Streamlined construction of peptide macrocyclesChemical science · 2021Article
- Expanded toolbox for directing the biosynthesis of macrocyclic peptides in bacterial cells.Chemical science · 2020Article
- Synthesis and Thermal Investigations of Eleven-Membered Ring Systems Containing One of the Heavier Group 14 Element Atoms Si, Ge, and Sn.Molecules (Basel, Switzerland) · 2020Article
- A general strategy for synthesis of cyclophane-braced peptide macrocycles via palladium-catalysed intramolecular spNature chemistry · 2018Article
- Modular, One-Pot, Sequential Aziridine Ring Opening-S(N)Ar Strategy to 7-, 10-, and 11-Membered Benzo-Fused Sultams.The Journal of organic chemistry · 2015Article
- Direct comparison of linear and macrocyclic compound libraries as a source of protein ligands.ACS combinatorial science · 2015Article
- Macrocycles: lessons from the distant past, recent developments, and future directions.Chemical science · 2015Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
4 authors.
Funding
Abstract
The synthesis, X-ray crystal structures, and calculated strain energies are reported for a homologous series of 11- to 14-membered drug-like cyclophane macrocycles, representing an unusual region of chemical space that can be difficult to access synthetically. The ratio of macrocycle to dimer, generated via a copper catalyzed azide-alkyne cycloaddition macrocyclization in flow at elevated temperature, could be rationalized in terms of the strain energy in the macrocyclic product. The progressive increase in strain resulting from reduction in macrocycle ring size, or the introduction of additional conformational constraints, results in marked deviations from typical geometries. These strained cyclophane macrocyclic systems provide access to spatial orientations of functionality that would not be readily available in unstrained or acyclic analogs. The most strained system prepared represents the first report of an 11-membered cyclophane containing a 1,4-disubstituted 1,2,3-triazole ring and establishes a limit to the ring strain that can be generated using this macrocycle synthesis methodology.
Indexed as
Identifiers
What OpenQuestion holds
Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.