Tuning of electronic, optical and lipophilic behaviours of adamantane through various substitutions
Successive tuning of electronic, optical and lipophilic characteristics of adamantane molecules are obtained by various halogen substitutions at bridgehead and bridge positions of adamantane. In accordance with this, surface passivated halo adamantanes and dodecahalo adamantanes exhibit impressive t...
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| Format: | Article |
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IOP Publishing
2025-01-01
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| Series: | Materials Research Express |
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| Online Access: | https://doi.org/10.1088/2053-1591/ada5ba |
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| author | Aravindhan R Jianping Hu M Ummal Momeen |
| author_facet | Aravindhan R Jianping Hu M Ummal Momeen |
| author_sort | Aravindhan R |
| collection | DOAJ |
| description | Successive tuning of electronic, optical and lipophilic characteristics of adamantane molecules are obtained by various halogen substitutions at bridgehead and bridge positions of adamantane. In accordance with this, surface passivated halo adamantanes and dodecahalo adamantanes exhibit impressive tuning of transport properties. In all molecular complexes, electrophilicity and molecular polarizability show progressive growth from fluorine to iodine whereas vertical excitation energies of molecules also follow the same trend. Prominent sigma holes are observed on the outer lobe of bromine and iodine in most of the cases. High hydrophobicity and lipophilicity of the adamantane has a prominent application in medicinal chemistry as a lipophilic bullet for a drug. Through halogen substitution this is more significant in both electropositive and electronegative binding sites exhibited by the anisotropic charge distribution of the halogen. |
| format | Article |
| id | doaj-art-dc48141767cd4e39825d46d74c238cec |
| institution | Kabale University |
| issn | 2053-1591 |
| language | English |
| publishDate | 2025-01-01 |
| publisher | IOP Publishing |
| record_format | Article |
| series | Materials Research Express |
| spelling | doaj-art-dc48141767cd4e39825d46d74c238cec2025-01-20T13:37:01ZengIOP PublishingMaterials Research Express2053-15912025-01-0112101540410.1088/2053-1591/ada5baTuning of electronic, optical and lipophilic behaviours of adamantane through various substitutionsAravindhan R0Jianping Hu1M Ummal Momeen2https://orcid.org/0000-0002-0403-0501Magnetic Instrumentation and Applied Optics Laboratory, Department of Physics, School of Advanced Sciences, Vellore Institute of Technology , Vellore-632014, IndiaApplied Nuclear Technology in Geosciences Key Laboratory of Sichuan Province, Chengdu University of Technology , Chengdu, People’s Republic of ChinaMagnetic Instrumentation and Applied Optics Laboratory, Department of Physics, School of Advanced Sciences, Vellore Institute of Technology , Vellore-632014, IndiaSuccessive tuning of electronic, optical and lipophilic characteristics of adamantane molecules are obtained by various halogen substitutions at bridgehead and bridge positions of adamantane. In accordance with this, surface passivated halo adamantanes and dodecahalo adamantanes exhibit impressive tuning of transport properties. In all molecular complexes, electrophilicity and molecular polarizability show progressive growth from fluorine to iodine whereas vertical excitation energies of molecules also follow the same trend. Prominent sigma holes are observed on the outer lobe of bromine and iodine in most of the cases. High hydrophobicity and lipophilicity of the adamantane has a prominent application in medicinal chemistry as a lipophilic bullet for a drug. Through halogen substitution this is more significant in both electropositive and electronegative binding sites exhibited by the anisotropic charge distribution of the halogen.https://doi.org/10.1088/2053-1591/ada5baadamantanehalogenationlipophilicity |
| spellingShingle | Aravindhan R Jianping Hu M Ummal Momeen Tuning of electronic, optical and lipophilic behaviours of adamantane through various substitutions Materials Research Express adamantane halogenation lipophilicity |
| title | Tuning of electronic, optical and lipophilic behaviours of adamantane through various substitutions |
| title_full | Tuning of electronic, optical and lipophilic behaviours of adamantane through various substitutions |
| title_fullStr | Tuning of electronic, optical and lipophilic behaviours of adamantane through various substitutions |
| title_full_unstemmed | Tuning of electronic, optical and lipophilic behaviours of adamantane through various substitutions |
| title_short | Tuning of electronic, optical and lipophilic behaviours of adamantane through various substitutions |
| title_sort | tuning of electronic optical and lipophilic behaviours of adamantane through various substitutions |
| topic | adamantane halogenation lipophilicity |
| url | https://doi.org/10.1088/2053-1591/ada5ba |
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