Rh-mediated enantioselective synthesis, crystal structures, and photophysical/chiroptical properties of phenanthrenol-based [9]helicene-like molecules

Ryota Yamano; Jun Hara; Koichi Murayama; Haruki Sugiyama; Kota Teraoka; Hidehiro Uekusa; Susumu Kawauchi; Yu Shibata; Ken Tanaka

doi:10.1021/acs.orglett.6b03279

Rh-mediated enantioselective synthesis, crystal structures, and photophysical/chiroptical properties of phenanthrenol-based [9]helicene-like molecules

Ryota Yamano, Jun Hara, Koichi Murayama, Haruki Sugiyama, Kota Teraoka, Hidehiro Uekusa, Susumu Kawauchi, Yu Shibata, Ken Tanaka

Research output: Contribution to journal › Article

15 Citations (Scopus)

Abstract

The enantioselective synthesis of phenanthrenol-based [9]-helicene-like molecules has been achieved via the rhodium-mediated intramolecular [2 + 2 + 2] cycloadditions of 3-phenanthrenol-linked triynes. Crystal structures and photophysical/chiroptical properties of these [9]- helicene-like molecules were compared with the corresponding [7]helicenelike molecules.

Original language	English
Pages (from-to)	42-45
Number of pages	4
Journal	Organic Letters
Volume	19
Issue number	1
DOIs	https://doi.org/10.1021/acs.orglett.6b03279
Publication status	Published - 2017 Jan 1
Externally published	Yes

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Rhodium

Cycloaddition Reaction

Crystal structure

crystal structure

Molecules

synthesis

molecules

Cycloaddition

cycloaddition

rhodium

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Cite this

Yamano, R., Hara, J., Murayama, K., Sugiyama, H., Teraoka, K., Uekusa, H., ... Tanaka, K. (2017). Rh-mediated enantioselective synthesis, crystal structures, and photophysical/chiroptical properties of phenanthrenol-based [9]helicene-like molecules. Organic Letters, 19(1), 42-45. https://doi.org/10.1021/acs.orglett.6b03279

Rh-mediated enantioselective synthesis, crystal structures, and photophysical/chiroptical properties of phenanthrenol-based [9]helicene-like molecules. / Yamano, Ryota; Hara, Jun; Murayama, Koichi; Sugiyama, Haruki; Teraoka, Kota; Uekusa, Hidehiro; Kawauchi, Susumu; Shibata, Yu; Tanaka, Ken.

In: Organic Letters, Vol. 19, No. 1, 01.01.2017, p. 42-45.

Research output: Contribution to journal › Article

Yamano, R, Hara, J, Murayama, K, Sugiyama, H, Teraoka, K, Uekusa, H, Kawauchi, S, Shibata, Y & Tanaka, K 2017, 'Rh-mediated enantioselective synthesis, crystal structures, and photophysical/chiroptical properties of phenanthrenol-based [9]helicene-like molecules', Organic Letters, vol. 19, no. 1, pp. 42-45. https://doi.org/10.1021/acs.orglett.6b03279

Yamano R, Hara J, Murayama K, Sugiyama H, Teraoka K, Uekusa H et al. Rh-mediated enantioselective synthesis, crystal structures, and photophysical/chiroptical properties of phenanthrenol-based [9]helicene-like molecules. Organic Letters. 2017 Jan 1;19(1):42-45. https://doi.org/10.1021/acs.orglett.6b03279

Yamano, Ryota ; Hara, Jun ; Murayama, Koichi ; Sugiyama, Haruki ; Teraoka, Kota ; Uekusa, Hidehiro ; Kawauchi, Susumu ; Shibata, Yu ; Tanaka, Ken. / Rh-mediated enantioselective synthesis, crystal structures, and photophysical/chiroptical properties of phenanthrenol-based [9]helicene-like molecules. In: Organic Letters. 2017 ; Vol. 19, No. 1. pp. 42-45.

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10.1021/acs.orglett.6b03279