Conformation and monolayer assembly structure of a pentiptycene-derived α,ω-alkanedithiol

Jye Shane Yang, Chung Chieh Lee, Shuen Lin Yau, Chin Chi Chang, Cheng Chung Lee, Jian Ming Leu

Research output: Contribution to journalArticlepeer-review

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Abstract

The synthesis, conformation, and monolayer assembly structure of a pentiptycene-derived α,ω-alkanedithiol (1) are reported. The results of MM2 modeling, the scanning tunneling microscopy (STM), and the surface plasmon resonance (SPR) suggest that 1 favors a folded conformation, corresponding to a looped monolayer assembly structure, on the Pt(111)and Au(111) surfaces. Nonetheless, the conformation of 1 in the crystals might be an extended form according to the crystal structure of an analogous compound 4. The relative interchain interactions and packing densities can account for the choice between a folded and an extended conformation for 1 in the condensed phases.

Original languageEnglish
Pages (from-to)871-877
Number of pages7
JournalJournal of Organic Chemistry
Volume65
Issue number3
DOIs
StatePublished - 11 Feb 2000

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