Regioselective cycloaddition reaction of alkene molecules with the asymmetric dimer on Si(100)c(4x2)

Kazuhiro Oguchi, Masashi Nagao, Hirobumi Umeyama, Tetsuo Katayama, Yoshiyuki Yamashita, Kozo Mukai, Jun Yoshinobu, Kazuto Akagi, Shinji Tsuneyuki

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)


We investigated the adsorption states of 2-methylpropene and propene on Si(100)c(4x2) using low-temperature scanning tunneling microscopy. We have found that regioselective cycloaddition reactions (di-σ bond formation) occur between the asymmetric alkene molecules and the asymmetric dimers on Si-(100)c(4x2). First-principles calculations have elucidated that the regioselectivity is closely related to the structures of precursor species and these precursor species have carbocation-like features. Thus, we conclude that Markovnikov's rule is applicable for the cycloaddition of asymmetric alkene with the asymmetric dimer on Si(100)c(4x2).

Original languageEnglish
Pages (from-to)1242-1245
Number of pages4
JournalJournal of the American Chemical Society
Issue number5
Publication statusPublished - 2007 Feb 7
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry


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