Multistep Electron Transfer Systems Containing [2.2]- or [3.3]Paracyclophane

Mamoru Fujitsuka, Takaaki Miyazaki, Chao Lu, Teruo Shinmyozu, Tetsuro Majima

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)


Paracyclophanes (PCPs), which exhibit interesting properties due to their transannular interactions, have been employed as a spacer in various electron transfer (ET) systems. In the present work, we investigated ET processes in dyads and triads containing [2.2]PCP or [3.3]PCP as donors to study their properties in multistep ET processes. The dyad molecules of PCP and 1,8-naphthalimide (NI) as a photosensitizing electron acceptor exhibited charge separation (CS) upon excitation of NI. In addition, triads of NI, PCP, and carbazole showed charge shift after an initial CS, thus confirming multistep ET. In this study, we demonstrated that use of [3.3]PCP in place of [2.2]PCP enhanced the initial CS rate. Lower oxidation potentials and a smaller reorganization energy for [3.3]PCP are shown to be key factors for this enhanced CS rate. Both of these properties are closely related to the strained structure of PCP; hence, the present results demonstrate the importance of strain in ET chemistry. (Chemical Equation Presented).

Original languageEnglish
Pages (from-to)1184-1189
Number of pages6
JournalJournal of Physical Chemistry A
Issue number8
Publication statusPublished - Mar 3 2016
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry


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