Does a cyclopropane ring enhance the electronic communication in dumbbell-type C-60 dimers?

La Rosa, Andrea and Gillemot, Katalin and Leary, Edmund and Evangeli, Charalambos and Teresa Gonzalez, Maria and Filippone, Salvatore and Rubio-Bollinger, Gabino and Agrait, Nicolas and Lambert, Colin J. and Martin, Nazario (2014) Does a cyclopropane ring enhance the electronic communication in dumbbell-type C-60 dimers? Journal of Organic Chemistry, 79 (11). pp. 4871-4877. ISSN 0022-3263

Full text not available from this repository.

Abstract

Two C-60 dumbbell molecules have been synthesized containing either cyclopropane or pyrrolidine rings connecting two fullerenes to a central fluorene core. A combination of spectroscopic techniques reveals that the cyclopropane dumbbell possesses better electronic communication between the fullerenes and the fluorene. This observation is underpinned by DFT transport calculations, which show that the cyclopropane dumbbell gives a higher calculated single-molecule conductance, a result of an energetically lower-lying LUMO level that extends deeper into the backbone. This strengthens the idea that cyclopropane behaves as a quasi-double bond.

Item Type:
Journal Article
Journal or Publication Title:
Journal of Organic Chemistry
Uncontrolled Keywords:
/dk/atira/pure/subjectarea/asjc/1600/1605
Subjects:
ID Code:
72147
Deposited By:
Deposited On:
15 Dec 2014 12:12
Refereed?:
Yes
Published?:
Published
Last Modified:
07 Jan 2020 04:07