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  • Article
  • Open Access
3,895 Views
42 Pages
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Propellanes as Rigid Scaffolds for the Stereodefined Attachment of σ-Pharmacophoric Structural Elements to Achieve σ Affinity

  • Héctor Torres-Gómez,
  • Constantin Daniliuc,
  • Dirk Schepmann,
  • Erik Laurini,
  • Sabrina Pricl and
  • Bernhard Wünsch
Int. J. Mol. Sci.2021, 22(11), 5685;https://doi.org/10.3390/ijms22115685

26 May 2021

Following the concept of conformationally restriction of ligands to achieve high receptor affinity, we exploited the propellane system as rigid scaffold allowing the stereodefined attachment of various substituents. Three types of ligands were design...

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  • Article
  • Open Access
3 Citations
2,905 Views
10 Pages
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Computational Modeling of the Feasibility of Substituted [1.1.1]Propellane Formation from Anionic Bridgehead Bromide Precursors

  • Katherine E. Gates,
  • Caitlin Herring,
  • Andrew T. Lumpkin,
  • Robert J. Maraski,
  • Elizabeth G. Perry,
  • Madelen G. Prado,
  • Sarah L. Quigley,
  • Jazmine V. Ridlehoover,
  • Edith Salazar and
  • Gary W. Breton
  • + 5 authors
Organics2023, 4(2), 196-205;https://doi.org/10.3390/org4020016

4 May 2023

[1.1.1]Propellane, a compound whose structure includes two saturated carbons in which all four bonds are directed into a single hemisphere, is of theoretical interest, but has also seen recent practical applications. Mono-, di-, and trisubstituted de...

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  • Article
  • Open Access
3 Citations
2,662 Views
19 Pages
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Synthesis of Nitro- and Acetyl Derivatives of 3,7,10-Trioxo-2,4,6,8,9,11-hexaaza[3.3.3]propellane

  • Vera S. Glukhacheva,
  • Sergey G. Il’yasov,
  • Elena O. Shestakova,
  • Egor E. Zhukov,
  • Dmitri S. Il’yasov,
  • Anastasia A. Minakova,
  • Ilia V. Eltsov,
  • Andrey A. Nefedov and
  • Alexander M. Genaev
Materials2022, 15(23), 8320;https://doi.org/10.3390/ma15238320

23 November 2022

Here, we report the study results of the nitration of 3,7,10-trioxo-2,4,6,8,9,11-hexaaza[3.3.3]propellane (THAP) by different nitrating agents such as nitric acid, mixed nitric/sulfuric acids, nitric anhydride, and mixed concentrated nitric acid/acet...

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  • Article
  • Open Access
20 Citations
3,386 Views
11 Pages
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Coinage-Metal Bond between [1.1.1]Propellane and M2/MCl/MCH3 (M = Cu, Ag, and Au): Cooperativity and Substituents

  • Ruijing Wang,
  • Shubin Yang and
  • Qingzhong Li
Molecules2019, 24(14), 2601;https://doi.org/10.3390/molecules24142601

17 July 2019

A coinage-metal bond has been predicted and characterized in the complexes of [1.1.1]propellane (P) and M2/MCl/MCH3 (M = Cu, Ag, and Au). The interaction energy varies between −16 and −47 kcal/mol, indicating that the bridgehead carbon at...

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  • Article
  • Open Access
1 Citations
3,828 Views
11 Pages
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Intramolecular Aminolactonization for Synthesis of Furoindolin-2-One

  • Kazuhiro Higuchi,
  • Kazunori Matsumura,
  • Takafumi Arai,
  • Motoki Ito and
  • Shigeo Sugiyama
Molecules2022, 27(1), 102;https://doi.org/10.3390/molecules27010102

24 December 2021

Propellanes are polycyclic compounds in which tricyclic systems share one carbon–carbon single bond. Propellane frameworks that consist of larger sized rings are found in a variety of natural products. As an approach to the stereoselective synt...

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  • Feature Paper
  • Article
  • Open Access
30 Citations
7,580 Views
12 Pages
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A Procedure for Computing Hydrocarbon Strain Energies Using Computational Group Equivalents, with Application to 66 Molecules †

  • Paul R. Rablen
Chemistry2020, 2(2), 347-360;https://doi.org/10.3390/chemistry2020022

30 April 2020

A method is presented for the direct computation of hydrocarbon strain energies using computational group equivalents. Parameters are provided at several high levels of electronic structure theory: W1BD, G-4, CBS-APNO, CBS-QB3, and M062X/6-31+G(2df,p...

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