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Synthesis and Development of Novel Main Group Element Compounds having Tin-based Steric Protection Group

Research Project

Project/Area Number 16550043
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionKitasato University

Principal Investigator

MINOURA Mao  Kitasato University, School of Science, Lecturer, 理学部, 講師 (30274046)

Project Period (FY) 2004 – 2005
Project Status Completed (Fiscal Year 2005)
Budget Amount *help
¥3,700,000 (Direct Cost: ¥3,700,000)
Fiscal Year 2005: ¥1,100,000 (Direct Cost: ¥1,100,000)
Fiscal Year 2004: ¥2,600,000 (Direct Cost: ¥2,600,000)
KeywordsMain group element / Steric Protection / Crystallography / Tin / Sulfur / 結晶構造 / 動的挙動 / トリプチセン / 立体化学
Research Abstract

In recent years there has been much interest in the reactive main group element compounds having an efficient steric protection group because of their unique chemical properties. Although many successes and developments of the steric protection groups have been reported, the central atom has been limited to carbon in many cases. In this research project, we have been investigating on the tin-based steric protection groups for the kinetic stabilization of reactive functional groups. For example, tris(9-triptycyl)stannyl group (Trp_3Sn-) has been shown as an effective steric protection group for-SOH function. Also, we synthesized and investigated on the related compounds bearing three 9,10-dihydro-9,10-ethenoanthracen-l-yl (Dbb) groups on a central tin atom (Dbb_3Sn-) as a novel tin-based steric protection group. Also, the synthesis and functionalization of methylbis(9-triptycyl)stannyl group (Trp_2MeSn-) has been studied.
Moreover, static and dynamic stereochemistry of several Trp3Sn-compounds were studied. X-ray crystallography of the Trp3SnX (X= hologenes, alkyl groups) showed that the three Trp goups meshed with each other like bevel gears and formed near-C3 chiral conformation. In solution, the process of enantiomerization of those Trp3SnX compounds has been investigated by VT-NMR method.

Report

(3 results)
  • 2005 Annual Research Report   Final Research Report Summary
  • 2004 Annual Research Report
  • Research Products

    (5 results)

All 2005 2004

All Journal Article (5 results)

  • [Journal Article] Static and Dynamic Stereochemistry of Tris(9-triptycyl) stannane Derivatives2005

    • Author(s)
      Gaku Yamamoto
    • Journal Title

      Bull. Chem. Soc. Jpn. 78・3

      Pages: 487-497

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Static and Dynamic Stereochemistry of Tris (9-triptycyl) stannane Derivatives2005

    • Author(s)
      Gaku Yamamoto
    • Journal Title

      Bull.Chem.Soc.Jpn. 78-3

      Pages: 487-497

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Static and Dynamic Stereochemistry of Tris(9-triptycyl)stannane Derivatives2005

    • Author(s)
      Gaku Yamamoto
    • Journal Title

      Bull.Chem.Soc.Jpn. 78・3

      Pages: 487-497

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Static and Dynamic Stereochemistry of Tris(9-triptycyl)stannane Derivatives2005

    • Author(s)
      Gaku YAMAMOTO
    • Journal Title

      Bull.Chem.Soc.Jpn. 78・3

      Pages: 487-487

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Synthesis and Stereochemistry of N-Phenyl-N-9-Triptycylhydroxylamine Derivatives and Related Compounds2004

    • Author(s)
      Chiharu AGAWA
    • Journal Title

      Bull.Chem.Soc.Jpn. 77・12

      Pages: 2273-2281

    • Related Report
      2004 Annual Research Report

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Published: 2004-04-01   Modified: 2016-04-21  

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