Synthesis and properties of silenes and germenes

• Project/Area Number: 23550063
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Organic chemistry
• Research Institution: Kurashiki University of Science and the Arts
• Principal Investigator: NAKA Akinobu 倉敷芸術科学大学, 生命科学部, 教授 (00289232)
• Project Period (FY): 2011 – 2013
• Project Status: Completed (Fiscal Year 2013)
• Budget Amount: ¥5,330,000 (Direct Cost: ¥4,100,000、Indirect Cost: ¥1,230,000); Fiscal Year 2013: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000); Fiscal Year 2012: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000); Fiscal Year 2011: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
• Keywords: ケイ素 / ゲルマニウム / シレン / ゲルメン

Research Abstract

We have synthesized acylpolysilane derivatives and investigated their thermal reactions with acetylenes and dienes. The chemical behavior of silenes produced thermally from acylpolysilanes have been revealed. The theoretical calculations for the reaction mechanism have been also reported.
We have investigated the thermal reactions of acylpolysilylgermanes and carried out theoretical calculations to clarify the reaction mechanism for these reactions. We have reported synthesis and thermal reactions of phenylethynyltris(trimethylsilyl)germane and found production of the germapropadiene derivative as a intermediate.

Research Products

• [Journal Article] Stereochemistry of Disilanylene- Containing Cyclic Compounds. Thermal reactions of cis- and trans-3, 4-Benzo-1, 2-diisopropyl-1, 2- dimethyl-1, 2-disilacyclobut-3-ene (2013)
  • Author(s): Akinobu Naka, Junnai Ikadai, Jun Sakata, Mitsuo Ishikawa, Yoshihiro Hayashi, Liudmil Antonov, Susumu Kawauchi, Tokio Yamabe
  • Journal Title: Organometallics Volume: 32 Pages: 6476-6487
• [Journal Article] Thermal and photochemical reactions of phenylethynyltris(trimethylsilyl)germane (2013)
  • Author(s): Akinobu Naka, Tomohito Kajihara, Toshiko Miura, Hisayoshi Kobayashi, Mitsuo Ishikawa
  • Journal Title: J. Organomet. Chem Volume: 727 Pages: 50-59
• [Journal Article] hermal and photochemical reactions of phenylethynyltris(trimethylsilyl)germane (2013)
  • Author(s): Akinobu Naka, Tomohito Kajihara, Toshiko Miura, Hisayoshi Kobayashi, Mitsuo Ishikawa
  • Journal Title: J. Organomet. Chem., Volume: 727 Pages: 50-59
  • DOI: 10.1016/j.jorganchem.2012.12.018
  • Peer Reviewed
• [Journal Article] Stereochemistry of Disilanylene-Containing Cyclic Compounds. Thermal reactions of cis- and trans-3,4-Benzo-1,2-diisopropyl-1,2-dimethyl-1,2-disilacyclobut-3-ene (2013)
  • Author(s): Akinobu Naka, Junnai Ikadai, Jun Sakata, Mitsuo Ishikawa, Yoshihiro Hayashi, Liudmil Antonov, Susumu Kawauchi, Tokio Yamabe
  • Journal Title: Organometallics Volume: 32 Issue: 21 Pages: 6476-6487
  • DOI: 10.1021/om400824p
  • Peer Reviewed
• [Journal Article] Substituent Effects in Themal Reactions of a Silene with Silyl-Substituted Alkynes : A Theoretical Study (2012)
  • Author(s): Hiromasa Tanaka, Yoshihito Shiota, Kazunori Hori, Akinobu Naka, Mitsuo Ishikawa, Kazunari Yoshizawa
  • Journal Title: Organometallics Volume: 31(13) Pages: 4737-4747
• [Journal Article] Stereochemistry of Disilanylene-Containing Cyclic Compounds. Palladium-Catalyzed Reactions of cis- and trans-3,4-Benzo-1,2-diisopropyl-1,2-dimethyl-1,2-disilacyclobut-3-ene with Ethylene (2012)
  • Author(s): Akinobu Naka, Joji Ohshita, Eigo Miyazaki, Toshiko Miura, Hisayoshi Kobayashi, Mitsuo Ishikawa
  • Journal Title: Organometallics Volume: 31 Issue: 9 Pages: 3492-3498
  • DOI: 10.1021/om201061x
  • Peer Reviewed
• [Journal Article] Substituent Effects in Thermal Reactions of a Silene with Silyl-Substituted Alkynes: A Theoretical Study (2012)
  • Author(s): H. Tanaka, Y. Shiota, K. Hori, A. Naka, M. Ishikawa, K. Yoshizawa
  • Journal Title: Organometallics Volume: 31 Issue: 13 Pages: 4737-4747
  • DOI: 10.1021/om300310g
  • Peer Reviewed
• [Journal Article] Silicon-carbon unsaturated compounds. 77. Thermal behavior of cis- and trans-1-silacyclobut-3-ene formed from pivaloyl[tert-butylbis(trimethylsilyl)]silane and tert-butylacetylene (2011)
  • Author(s): Akinobu Naka, Hiroyuki Kawasaki, Hiroki Fujimoto, Kazunari Yoshizawa, Mitsuo Ishikawa
  • Journal Title: J. Organomet. Chem Volume: 696 Pages: 3693-3696
• [Journal Article] Theoretical Study on the Formation of Silacyclopropene from Acylsilane and Acetylene via Silene-Silylene Rearrangement (2011)
  • Author(s): Hiromasa Tanaka, Yoshiyuki Kondo, Yoshihito Shiota, Akinobu Naka, Mitsuo Ishikawa, Kazunari Yoshizawa
  • Journal Title: Organometallics Volume: 30(11) Pages: 3160-3167
• [Journal Article] Silicon-carbon unsaturated compounds. 77. Thermal behavior of cis- and trans-1-silacyclobut-3-ene formed from pivaloyl[tert-butylbis(trimethylsilyl)]silane and tert-butylacetylene (2011)
  • Author(s): Akinobu Naka, Hiroyuki Kawasaki, Hiroki Fujimoto, Kazunari Yoshizawa, Mitsuo Ishikawa
  • Journal Title: J. Organomet. Chem. Volume: 696 Pages: 3693-3696
  • Peer Reviewed
• [Presentation] シラジエンおよびシラエンインの合成と反応 (2013)
  • Author(s): 日南田 裕介, 中田 美穂, 仲 章伸
  • Organizer: 2013年日本化学会中国四国支部大会1Q-23
  • Place of Presentation: 広島大学
  • Year and Date: 2013-11-16
• [Presentation] シラジエンおよびシラエンインの合成と反応 (2013)
  • Author(s): 日南田裕介、中田美穂、仲章伸
  • Organizer: 2013年日本化学会中国四国支部大会
  • Place of Presentation: 広島大学
• [Presentation] フェニルエチニルシリルゲルマンの熱反応 (2012)
  • Author(s): 梶原 智仁, 仲 章伸
  • Organizer: 第92回日本化学会春季年会 3H1-05
  • Place of Presentation: 慶應義塾大学
  • Year and Date: 2012-03-27
• [Presentation] フェニルエチニルトリス(トリメチルシリル)ゲルマンの熱および光化学的挙動 (2011)
  • Author(s): 梶原 智仁, 仲 章伸
  • Organizer: 第15回ケイ素化学協会シンポジウム
  • Place of Presentation: シーパル須磨
  • Year and Date: 2011-10-21
• [Presentation] フェニルエチニルシリルゲルマンの熱反応
  • Author(s): 梶原智仁、仲 章伸
  • Organizer: 日本化学会春季年会（第９２回）
  • Place of Presentation: 慶応義塾大学
• [Presentation] フェニルエチニルトリス（トリメチルシリル）ゲルマンの熱および光化学的挙動
  • Author(s): 梶原智仁、仲 章伸
  • Organizer: 第１５回ケイ素化学協会シンポジウム
  • Place of Presentation: シーパル須磨
• [Remarks] 倉敷芸術科学大学 仲研究室
  • URL: http://www.kusa.ac.jp/~anaka/index.html