Benzene⋯acetylene: a structural investigation of the prototypical CH⋯π interaction
Literature Information
Nathan W. Ulrich, Nathan A. Seifert, Rachel E. Dorris, Rebecca A. Peebles, Brooks H. Pate, Sean A. Peebles
The structure of a prototype CH⋯π system, benzene⋯acetylene, has been determined in the gas phase using Fourier-transform microwave spectroscopy. The spectrum is consistent with an effective C6v structure with an H⋯π distance of 2.4921(1) Å. The HCCH subunit likely tilts by ∼5° from the benzene symmetry axis. The dipole moment was determined to be 0.438(11) D from Stark effect measurements. The observed intermolecular distance is longer than in similar benzene⋯HX complexes and than the distances observed in the benzene⋯HCCH cocrystal and predicted by many high level ab initio calculations; however, the experimentally estimated binding energy of 7.1(7) kJ mol−1 is similar to previously studied benzene⋯HX complexes. Several additional sets of transitions were observed in the rotational spectrum, likely corresponding to excited states arising from low energy intermolecular vibrational modes of the dimer.
Recommended Journals
Related Literature
The Lossen rearrangement from free hydroxamic acids
Mikaël Thomas, Jérôme Alsarraf, Nahla Araji, Isabelle Tranoy-Opalinski, Brigitte Renoux, Sébastien Papot
DOI: 10.1039/C9OB00789J
Synthesis and antiproliferative evaluation of new zampanolide mimics
Guanglin Chen, Manee Patanapongpibul, Ziran Jiang, James D. White, Qiao-Hong Chen
DOI: 10.1039/C9OB00556K
Ring closing metathesis (RCM) approach to the synthesis of conduramine B-2, ent-conduramine F-2, aminocyclopentitol and trihydroxyazepane
Vimal Kant Harit, Namakkal G. Ramesh
DOI: 10.1039/C9OB01010F
A gold-catalyzed facile intramolecular rearrangement and cyclization sequence for synthesis of 2,5-dihydrofurans
Komalla Sunil, Sridhar Balasubramanian
DOI: 10.1039/C9OB00756C
Transition metal-free α-Csp3–H oxidative sulfuration of benzyl thiosulfates with anilines to form N-aryl thioamides
Mengjun Qiao, Ling Chen, Fengyi Zhou, Yali Zhang, Lingfei Zhou
DOI: 10.1039/C9OB00336C
Chemical composition of DNA-encoded libraries, past present and future
Paige Dickson, Thomas Kodadek
DOI: 10.1039/C9OB00581A
Decarboxylative acylation of N-free indoles enabled by a catalytic amount of copper catalyst and liquid-assisted grinding
Jingbo Yu, Chao Zhang, Xinjie Yang, Weike Su
DOI: 10.1039/C9OB00622B
You might also like
What are the main uses of (3.beta.)-3-Hydroxy-N,N-dimethyl-chol-5-en-24-amide (CAS: 79066-03-8)?
(3.beta.)-3-Hydroxy-N,N-dimethyl-chol-5-en-24-amide (CAS: 79066-03-8) is primari...
What regulatory guidelines apply to 5-(aminomethyl)-2-methoxyphenol (CAS: 89702-89-6)?
5-(Aminomethyl)-2-methoxyphenol (CAS: 89702-89-6) is classified under GHS as a s...
What is Thieno[2,3-c]pyridin-7(6H)-one (CAS: 28981-13-7)?
Thieno[2,3-c]pyridin-7(6H)-one (CAS: 28981-13-7) is a heterocyclic organic compo...
Is 1-[(6-Methoxy-3-pyridinyl)methyl]-4-piperidinamine dihydrochloride (CAS: 1185311-28-7) safe?
1-[(6-Methoxy-3-pyridinyl)methyl]-4-piperidinamine dihydrochloride is generally ...
What regulatory guidelines apply to [(2E)-3-Phenyl-2-propen-1-yl]phosphonic acid (CAS: 146404-58-2)?
[(2E)-3-Phenyl-2-propen-1-yl]phosphonic acid (CAS: 146404-58-2) is regulated und...
What regulatory guidelines apply to 6-Bromo-7-methoxyquinoline (CAS: 1620515-86-7)?
6-Bromo-7-methoxyquinoline (CAS: 1620515-86-7) falls under the scope of the Glob...
What industries use (2R)-1-(1-Benzofuran-2-yl)-N-propyl-2-pentanamine (CAS: 260550-89-8)?
This compound is primarily used in the pharmaceutical industry for the developme...
What are the main uses of 1-Ethyl-7-[2-methyl-6-(4H-1,2,4-triazol-3-yl)-3-pyridinyl]-3,5-dihydropyrazino[2,3-b]pyrazin-2(1H)-one (CAS: 1228013-15-7)?
1-Ethyl-7-[2-methyl-6-(4H-1,2,4-triazol-3-yl)-3-pyridinyl]-3,5-dihydropyrazino[2...
Are there alternatives to {5-(Acryloylamino)-2-[(dimethylamino)methyl]phenyl}boronic acid (CAS: 1217500-78-1) in synthesis?
Alternative reagents such as 2-[(dimethylamino)methyl]phenylboronic acid or rela...
What is 3-(Piperidin-4-yloxy)pyridine (CAS: 310881-48-2)?
3-(Piperidin-4-yloxy)pyridine (CAS: 310881-48-2) is an organic compound with the...
Source Journal
Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics (PCCP) is an international journal co-owned by 19 physical chemistry and physics societies from around the world. This journal publishes original, cutting-edge research in physical chemistry, chemical physics and biophysical chemistry. To be suitable for publication in PCCP, articles must include significant innovation and/or insight into physical chemistry; this is the most important criterion that reviewers and Editors will judge against when evaluating submissions. The journal has a broad scope and welcomes contributions spanning experiment, theory, computation and data science. Topical coverage includes spectroscopy, dynamics, kinetics, statistical mechanics, thermodynamics, electrochemistry, catalysis, surface science, quantum mechanics, quantum computing and machine learning. Interdisciplinary research areas such as polymers and soft matter, materials, nanoscience, energy, surfaces/interfaces, and biophysical chemistry are welcomed if they demonstrate significant innovation and/or insight into physical chemistry. Joined experimental/theoretical studies are particularly appreciated when complementary and based on up-to-date approaches.











![4-[(4-Bromophenyl)sulfonyl]thiomorpholine structure 4-[(4-Bromophenyl)sulfonyl]thiomorpholine structure](https://static.chemtradehub.com/structs/223/223555-81-5-2d67.webp)

![Bis(N,N''-dimethylpiperazine)tetra[copper(I) iodide] structure Bis(N,N''-dimethylpiperazine)tetra[copper(I) iodide] structure](https://static.chemtradehub.com/structs/140/1401708-91-5-2b86.webp)
![Ethanone, 1-[4-chloro-2-(methylthio)-5-pyrimidinyl]- structure Ethanone, 1-[4-chloro-2-(methylthio)-5-pyrimidinyl]- structure](https://static.chemtradehub.com/structs/661/66116-82-3-863e.webp)