di[(hex-1-yn)yl]zinc | 128812-09-9

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: di[(hex-1-yn)yl]zinc
• 英文别名: bis(1-hexynyl)zinc
• CAS: 128812-09-9
• 化学式: C₁₂H₁₈Zn
• 分子量: 227.665
• InChiKey: IWHKPNXTGRPFAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.53
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  di[(hex-1-yn)yl]zinc 在 bis(cyclohexanyl)borane 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (Z)-4-(1-hydroxypropyl)-2,2-dimethylnon-4-en-3-one
  参考文献：
  名称：

  Stereoselective Synthesis of Highly Functionalized Trisubstituted Olefins via the Aldol Reaction of Allenoxyborinates with Carbonyl Compounds

  摘要：

  Allenoxyborinates, generated via the reaction of dicyclohexylborane with alpha,beta-acetylenic ketones, react in situ with excess starting ketone to afford stereodefined, functionalized, trisubstituted olefins in good yields. The allenoxyborinates, (RCH=C=C(R')OB(c-C6H11)(2), can also be trapped by aldehydes and ketones when R' is a tert-butyl group.

  DOI：

  10.1021/jo990080t

文献信息

• Effects of organometals on the palladium-catalyzed tandem carbopalladation-cross coupling for preparing stereodefined exocyclic alkenes
  作者：Ei-ichi Negishi、Yumiki Noda、Frédéric Lamaty、Edward J. Vawter

  DOI：10.1016/s0040-4039(00)97630-5

  日期：1990.1

  The reaction of ω-(o-iodoaryl)- and ω-(-β-iodoalkenyl)alkynes with organometals containing Zr, Sn, Al, or B in the presence of a catalytic amount of a palladium-phosphine complex, such as Pd(PPh3)4, proceeds predominantly via initial cyclic carbopalladation followed by cross coupling, whereas the corresponding reaction of organozincs tends to be dominated by direct cross coupling.

  ω-（和- ω-（邻-碘代芳基）的反应-β-iodoalkenyl）炔烃与含有锆，锡，铝，或B中配合物的催化量的钯-膦，如Pd的存在下有机金属化合物（ PPh 3）4主要通过初始环状碳钯反应进行，然后进行交叉偶联，而有机锌的相应反应则往往被直接交叉偶联所控制。
• Enantioselective Synthesis of Propargylamines through Zr-Catalyzed Addition of Mixed Alkynylzinc Reagents to Arylimines
  作者：John F. Traverse、Amir H. Hoveyda、Marc L. Snapper

  DOI：10.1021/ol035138b

  日期：2003.9.1

  [reaction: see text] Addition of mixed alkynylzinc reagents to various arylimines is catalyzed by chiral amino acid-based ligand 1 and Zr(Oi-Pr)(4).HOi-Pr to afford chiral propargylamines in up to 90% ee. Oxidative removal of the o-anisidyl group affords the free amine, which can then be acylated.

  [反应：见正文]手性氨基酸基配体1和Zr（Oi-Pr）（4）.HOi-Pr催化将炔基锌混合试剂添加到各种芳胺中，从而得到90％ee的手性炔丙基胺。氧化除去邻茴香基基团得到游离胺，然后可以将其酰化。
• Nickel-Catalyzed Tandem Coupling of Enones, Alkynes, Alkynylzincs, and Chlorotrimethylsilane
  作者：Shin-ichi Ikeda、Kouji Kondo、Yoshiro Sato

  DOI：10.1246/cl.1999.1227

  日期：1999.11

  A nickel complex catalyzes a new tandem coupling of chlorotrimethylsilane (Me3SiCl), α,β-enones 1, alkynes 2, and di(alkynyl)zincs 7 (R′ = Bu, t-Bu, Me3Si, and Ph) to give the coupling products 3. This procedure was complementary to the reaction with alkynyltins.

  镍配合物催化氯三甲基硅烷 (Me3SiCl)、α,β-烯酮 1、炔烃 2 和二（炔基）锌 7（R' = Bu、t-Bu、Me3Si 和 Ph）的新串联偶联，从而产生偶联产物 3. 该程序与炔基锡反应互补。
• NIWA, SEIJI;SOAI, KENSO, J. CHEM. SOC. PT 1. PERKIN TRANS.,(1990) N, C. 937-943
  作者：NIWA, SEIJI、SOAI, KENSO

  DOI：——

  日期：——