Highly enantioselective synthesis of silahelicenes using Ir-catalyzed [2+2+2] cycloaddition

Takanori Shibata; Toshifumi Uchiyama; Yusuke Yoshinami; Satoshi Takayasu; Kyoji Tsuchikama; Kohei Endo

doi:10.1039/c1cc16762f

Highly enantioselective synthesis of silahelicenes using Ir-catalyzed [2+2+2] cycloaddition

Takanori Shibata^*, Toshifumi Uchiyama, Yusuke Yoshinami, Satoshi Takayasu, Kyoji Tsuchikama, Kohei Endo

^*Corresponding author for this work

School of Advanced Science and Engineering

Research output: Contribution to journal › Article › peer-review

83 Citations (Scopus)

Abstract

Silahelicenes, which contain two silole moieties in a helically chiral structure, were synthesized by a chiral Ir-catalyzed intermolecular [2+2+2] cycloaddition of tetraynes with diynes along with a Ni-mediated intramolecular [2+2+2] cycloaddition. The photophysical properties of the obtained highly enantiomerically enriched silahelicenes (up to 93% ee) were also measured.

Original language	English
Pages (from-to)	1311-1313
Number of pages	3
Journal	Chemical Communications
Volume	48
Issue number	9
DOIs	https://doi.org/10.1039/c1cc16762f
Publication status	Published - 2012 Jan 9

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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abstract = "Silahelicenes, which contain two silole moieties in a helically chiral structure, were synthesized by a chiral Ir-catalyzed intermolecular [2+2+2] cycloaddition of tetraynes with diynes along with a Ni-mediated intramolecular [2+2+2] cycloaddition. The photophysical properties of the obtained highly enantiomerically enriched silahelicenes (up to 93% ee) were also measured.",

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AU - Shibata, Takanori

AU - Uchiyama, Toshifumi

AU - Yoshinami, Yusuke

AU - Takayasu, Satoshi

AU - Tsuchikama, Kyoji

AU - Endo, Kohei

PY - 2012/1/9

Y1 - 2012/1/9

N2 - Silahelicenes, which contain two silole moieties in a helically chiral structure, were synthesized by a chiral Ir-catalyzed intermolecular [2+2+2] cycloaddition of tetraynes with diynes along with a Ni-mediated intramolecular [2+2+2] cycloaddition. The photophysical properties of the obtained highly enantiomerically enriched silahelicenes (up to 93% ee) were also measured.

AB - Silahelicenes, which contain two silole moieties in a helically chiral structure, were synthesized by a chiral Ir-catalyzed intermolecular [2+2+2] cycloaddition of tetraynes with diynes along with a Ni-mediated intramolecular [2+2+2] cycloaddition. The photophysical properties of the obtained highly enantiomerically enriched silahelicenes (up to 93% ee) were also measured.

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JF - Chemical Communications

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ER -

Highly enantioselective synthesis of silahelicenes using Ir-catalyzed [2+2+2] cycloaddition

Abstract

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