[2](1,3)Adamantano[2](2,7)pyrenophane: A Hydrocarbon with a Large Dipole Moment
The fusion of the sp3‐hybridized parent diamondoid adamantane with the sp2‐hybridized pyrene results in a hybrid structure with a very large dipole moment which arises from bending the pyrene moiety. Presented herein is the synthesis, study of the electronic and optical properties, as well as the dy...
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| Published in | Angewandte Chemie (International ed.) Vol. 55; no. 32; pp. 9277 - 9281 |
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| Main Authors | , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
WEINHEIM
Blackwell Publishing Ltd
01.08.2016
Wiley Wiley Subscription Services, Inc Wiley Blackwell (John Wiley & Sons) |
| Edition | International ed. in English |
| Subjects | |
| Online Access | Get full text |
| ISSN | 1433-7851 1521-3773 |
| DOI | 10.1002/anie.201602201 |
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| Abstract | The fusion of the sp3‐hybridized parent diamondoid adamantane with the sp2‐hybridized pyrene results in a hybrid structure with a very large dipole moment which arises from bending the pyrene moiety. Presented herein is the synthesis, study of the electronic and optical properties, as well as the dynamic behavior of this new hydrocarbon.
Diamond in the rough: Molecular electronics with single hydrocarbons may be possible by combining the sp3‐hybridized diamond with sp2‐hybridized graphene carbon allotropes. This combination is mimicked through the combination of a diamondoid with pyrene as a graphene model. The nonpolar components lead to a new, highly strained hydrocarbon with a very large and optimally positioned dipole moment needed for molecular rectification. |
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| AbstractList | The fusion of the sp
3
‐hybridized parent diamondoid adamantane with the sp
2
‐hybridized pyrene results in a hybrid structure with a very large dipole moment which arises from bending the pyrene moiety. Presented herein is the synthesis, study of the electronic and optical properties, as well as the dynamic behavior of this new hydrocarbon. Abstract The fusion of the sp 3 ‐hybridized parent diamondoid adamantane with the sp 2 ‐hybridized pyrene results in a hybrid structure with a very large dipole moment which arises from bending the pyrene moiety. Presented herein is the synthesis, study of the electronic and optical properties, as well as the dynamic behavior of this new hydrocarbon. The fusion of the sp(3)-hybridized parent diamondoid adamantane with the sp(2)-hybridized pyrene results in a hybrid structure with a very large dipole moment which arises from bending the pyrene moiety. Presented herein is the synthesis, study of the electronic and optical properties, as well as the dynamic behavior of this new hydrocarbon. The fusion of the sp3-hybridized parent diamondoid adamantane with the sp2-hybridized pyrene results in a hybrid structure with a very large dipole moment which arises from bending the pyrene moiety. Presented herein is the synthesis, study of the electronic and optical properties, as well as the dynamic behavior of this new hydrocarbon. The fusion of the sp3‐hybridized parent diamondoid adamantane with the sp2‐hybridized pyrene results in a hybrid structure with a very large dipole moment which arises from bending the pyrene moiety. Presented herein is the synthesis, study of the electronic and optical properties, as well as the dynamic behavior of this new hydrocarbon. Diamond in the rough: Molecular electronics with single hydrocarbons may be possible by combining the sp3‐hybridized diamond with sp2‐hybridized graphene carbon allotropes. This combination is mimicked through the combination of a diamondoid with pyrene as a graphene model. The nonpolar components lead to a new, highly strained hydrocarbon with a very large and optimally positioned dipole moment needed for molecular rectification. |
| Author | Wagner, J. Philipp Becker, Jonathan Hausmann, Heike Schreiner, Peter R. Balestrieri, Ciro Kahl, Paul Bodwell, Graham J. |
| Author_xml | – sequence: 1 givenname: Paul surname: Kahl fullname: Kahl, Paul organization: Institute of Organic Chemistry, Justus-Liebig-University, Heinrich-Buff-Ring 17, 35392, Giessen, Germany – sequence: 2 givenname: J. Philipp surname: Wagner fullname: Wagner, J. Philipp organization: Institute of Organic Chemistry, Justus-Liebig-University, Heinrich-Buff-Ring 17, 35392, Giessen, Germany – sequence: 3 givenname: Ciro surname: Balestrieri fullname: Balestrieri, Ciro organization: Department of Chemical Sciences, University of Padova, Via Marzolo, 1-35131, Padova, Italy – sequence: 4 givenname: Jonathan surname: Becker fullname: Becker, Jonathan organization: Institute of Inorganic Chemistry, Justus-Liebig-University, Heinrich-Buff-Ring 17, 35392, Giessen, Germany – sequence: 5 givenname: Heike surname: Hausmann fullname: Hausmann, Heike organization: Institute of Organic Chemistry, Justus-Liebig-University, Heinrich-Buff-Ring 17, 35392, Giessen, Germany – sequence: 6 givenname: Graham J. surname: Bodwell fullname: Bodwell, Graham J. organization: Department of Chemistry, Memorial University of Newfoundland, NL, A1B 3X7, St. John's, Canada – sequence: 7 givenname: Peter R. surname: Schreiner fullname: Schreiner, Peter R. email: prs@uni-giessen.de organization: Institute of Organic Chemistry, Justus-Liebig-University, Heinrich-Buff-Ring 17, 35392, Giessen, Germany |
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| Keywords | strained molecules CONFORMATIONAL ISOMORPHISM PYRENE MOIETY materials science DIAMOND COMPLEXES CRYSTAL POLYMORPHISM graphene STRAINED ADAMANTANOPHANES NONPLANAR AROMATIC-COMPOUNDS structure elucidation allotropy PROSPECTS SURFACES |
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| Snippet | The fusion of the sp3‐hybridized parent diamondoid adamantane with the sp2‐hybridized pyrene results in a hybrid structure with a very large dipole moment... The fusion of the sp 3 ‐hybridized parent diamondoid adamantane with the sp 2 ‐hybridized pyrene results in a hybrid structure with a very large dipole moment... The fusion of the sp(3)-hybridized parent diamondoid adamantane with the sp(2)-hybridized pyrene results in a hybrid structure with a very large dipole moment... The fusion of the sp(3) -hybridized parent diamondoid adamantane with the sp(2) -hybridized pyrene results in a hybrid structure with a very large dipole... The fusion of the sp3-hybridized parent diamondoid adamantane with the sp2-hybridized pyrene results in a hybrid structure with a very large dipole moment... Abstract The fusion of the sp 3 ‐hybridized parent diamondoid adamantane with the sp 2 ‐hybridized pyrene results in a hybrid structure with a very large... |
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| SubjectTerms | allotropy Chemistry Chemistry, Multidisciplinary Diamonds Dipole moments graphene Hybridization Hydrocarbons materials science Optical properties Physical Sciences Pyrene Science & Technology strained molecules structure elucidation Synthesis |
| Title | [2](1,3)Adamantano[2](2,7)pyrenophane: A Hydrocarbon with a Large Dipole Moment |
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