Associate Professor, Graduate School of Natural Science and Technology, Kanazawa University Japan

Address: Kakuma-machi, Kanazawa 920-1192, Japan

Tel: +81-76-234-4775; Fax: +81-76-234-4800

E-mail: ogoshi@se.kanazawa-u.ac.jp

?   Educational Background

2000  B.S. Faculty of Engineering, Kyoto University, Japan.

2002  M.S. Graduate School of Engineering, Kyoto University (supervisor: Prof. Yoshiki Chujo).

2005  Ph.D, in Polymer Chemistry, Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University (supervisor: Prof. Yoshiki Chujo).

?   Professional Career

2002  JSPS Research Fellow (DC1): Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University

2005  JSPS Research Fellow (PD): Department of Polymer Science, Graduate School of Science, Osaka University, Japan. (Advisor: Prof. Akira Harada)

2006  Assistant Professor at Kanazawa University

2010  Associate Professor at Kanazawa University

2013  JST-PRESTO Researcher : PRESTO program " Hyper-nano-space Design toward Innovative Functionality"

?   Research Interests

-Synthesis of Novel Macrocyclic Hosts Pillar[n]arenes

-Construction of Supramolecular Materials

?   Awards

2010: Award for Encouragement of Research in Polymer Science; The Society of Polymer Science, Japan

2011: HGCS Japan Award Excellence 2010

2012: The Chemical Society of Japan Award for Young Chemists

2013: 2013 Cram Lehn Pedersen Prize in Supramolecular Chemistry; International Symposium on Macrocyclic and Supramolecular Chemistry; Royal Society of Chemistry

2014: The Commendation for Science and Technology by the Minister of Education, Culture, Sports, Science and Technology

?   Recent Publications

1.          “Pillar[5]- and pillar[6]arene-based supramolecular assemblies built by using their cavity-size-depending host-guest interactions” Ogoshi. T; Yamagishi, T. Chem. Commun. 2014, DOI: 10.1039/C4CC00738G. (Feature Article)

2.          “Solvent- and achiral-guest-triggered chiral inversion in a planar chiral pseudo[1]catenane” Ogoshi, T.; Akutsu, T.; Yamafuji, D.; Aoki, T.; Yamagishi. T. Angew. Chem. Int. Ed. 2013, 52, 8111-8115.

3.          “Solvent- and achiral-guest-triggered chiral inversion in a planar chiral pseudo[1]catenane” Ogoshi, T.; Shiga, R.; Yamagishi. T. J. Am. Chem. Soc. 2012, 134, 4577-4580.

Pillararenes: Easy-to-Make and Versatile Receptors

for Supramolecular Chemistry

Tomoki Ogoshi

Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan

Macrocyclic compounds play a major role in supramolecular chemistry because of their beautiful shape, nano-scale size and molecular recognition ability. Numerous supramolecular architectures have been constructed and studied as new components of materials as well as entities related to biological structural formation and functions using various macrocyclic hosts such as cyclodextrins, crown ethers, calixarenes and cucurbiturils.

In 2008, we reported a new class of macrocyclic hosts named “pillararenes” (Figure 1).^1,2 Pillararenes have repeating units connected by methylene bridges at the para-position, and thus they have a unique symmetrical pillar architecture differing from the basket-shaped structure of meta-bridged calixarenes. Synthesis of pillararenes is easy-to-make. They can be synthesized in high yield by reacting commercially available reagents. The reaction was completed in 3 minutes. Pillararenes also show versatile functionality similar to cyclodextrins. Based on the various synthetic approaches, position-selective mono-, di-, tetra-, penta- and per-functionalization of pillararenes can be achieved. Pillararenes can capture electron accepting guest molecules within their cavity similarly to cucurbiturils. Because of their unique pillar-shaped architectures, high yield synthesis, outstanding host–guest properties, planar chirality and functionality, pillararenes are useful platform to construct various supramolecules including rotaxanes, catenanes, supramolecular polymers and sensors.³

Reference:

1. Ogoshi, T.; Kanai, S.; Fujinami, S.; Yamagishi, T.; Nakamoto, Y. J. Am. Chem. Soc. 2008, 130, 5022–5023.

2. Reviews: Ogoshi, T. J. Incl. Phenom. Macrocycl. Chem. 2012, 72, 247–262; Ogoshi, T.; Yamagishi, T. Bull. Chem. Soc. Jpn. 2013, 86, 312–332; Ogoshi, T.; Yamagishi, T. Eur. J. Org. Chem. 2013, 2961–2975; Ogoshi. T; Yamagishi, T. Chem. Commun. 2014, 50, 4776–4787.

3. Ogoshi, T.; Shiga, R.; Yamagishi, T. J. Am. Chem. Soc. 2012, 134, 4577–4580; Ogoshi, T.; Kida, K.; Yamagishi, T. J. Am. Chem. Soc. 2012, 134, 20146–20150; Ogoshi, T.; Aoki, T.; Shiga, R.; Iizuka, R.; Ueda, S.; Demachi, K.; Yamafuji, D.; Kayama, H. Yamagishi, T. J. Am. Chem. Soc. 2012, 134, 20322–20325; Ogoshi, T.; Yamafuji, D.; Aoki, T.; Kitajima, K.; Yamagishi, T. ; Hayashi, Y.; Kawauchi, S. Chem. Eur. J. 2012, 18, 7493–7500; Ogoshi, T.; Akutsu, T.; Yamafuji, D.; Aoki, T.; Yamagishi, T. Angew. Chem. Int. Ed. 2013, 52, 8111–8115; Ogoshi, T.; Kayama, H.; Yamafuji, D.; Aoki, T.; Yamagishi, T. Chem. Sci., 2012, 3, 3221–3226; Ogoshi, T.; Ueshima, N.; Yamagishi, T.; Toyota, Y.; Matsumi, N. Chem. Commun. 2012, 48, 3536–3538; T. Ogoshi, T.; Demachi, K.; Kitajima, K.; Yamagishi, T. Chem. Commun. 2011, 47, 7164-7166.