(Z)-1-(2-丁氧基乙烯基)萘 | 127087-64-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: (Z)-1-(2-丁氧基乙烯基)萘
• 英文名称: 1-(2-Butoxyethenyl)naphthalene
• CAS: 127087-64-3；127087-65-4
• 化学式: C₁₆H₁₈O
• 分子量: 226.318
• InChiKey: HBCNHCRVCUQXFR-UHFFFAOYSA-N

物化性质

• 沸点：
  365.2±11.0 °C(Predicted)
• 密度：
  1.026±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  乙烯基正丁醚 、 1-碘萘 在 palladium diacetate 盐酸 、 三乙胺 、 三苯基膦 作用下， 生成 1-萘乙酮 、 (Z)-1-(2-丁氧基乙烯基)萘
  参考文献：
  名称：

  Palladium-catalyzed arylation of unsymmetrical olefins. Bidentate phosphine ligand controlled regioselectivity

  摘要：

  The palladium-catalyzed arylation of several unsymmetrical olefins by aryl triflates in the presence of bidentate phosphine ligands is described. The use of these ligands increases the influence that electronic factors have in determining regioselectivity of the reaction. The catalyst performances allow a revisiting of the scheme that describes the regioselectivity outcome in Heck-type reactions. Furthermore, a general mechanism for the palladium-catalyzed arylation of olefins is proposed.

  DOI：

  10.1021/jo00039a011

文献信息

• Palladium-catalyzed α-arylation of vinyl butyl ether with aryl halides
  作者：Walter Cabri、Ilara Candiani、Angelo Bedeschi、Roberto Santi

  DOI：10.1016/s0040-4039(00)74321-8

  日期：1991.4

  The reaction between vinyl butyl ether and either aryl or aroyl halides in the presence of the catalytic system Pd(OAc)2/DPPP is described. High selectivity toward the α-arylated product is obtained with the addition of TlOAc.

  描述了在催化体系Pd（OAc）2 / DPPP存在下乙烯基丁基醚与芳基或芳基卤化物之间的反应。通过添加TlOAc，可获得对α-芳基化产物的高选择性。
• Aqueous DMF−Potassium Carbonate as a Substitute for Thallium and Silver Additives in the Palladium-Catalyzed Conversion of Aryl Bromides to Acetyl Arenes
  作者：Karl S. A. Vallin、Mats Larhed、Anders Hallberg

  DOI：10.1021/jo015599f

  日期：2001.6.1

  Highly selective palladium-catalyzed internal alpha -arylations of alkyl vinyl ethers with aryl and heteroaryl bromides were conveniently conducted in aqueous DMF with potassium carbonate as base and with DPPP as bidentate ligand. The corresponding acetyl arene products were, after hydrolysis, isolated in good to excellent yields. This Heck reaction procedure does not require toxic thallium or expensive silver salt additives, is promoted by water, and is suggested to proceed via charged organopalladium intermediates. Single-mode microwave irradiation was utilized in one example to shorten the reaction time.
• Larhed, Mats; Andersson, Carl-Magnus; Hallberg, Anders, Acta Chemica Scandinavica, 1993, vol. 47, # 2, p. 212 - 217
  作者：Larhed, Mats、Andersson, Carl-Magnus、Hallberg, Anders

  DOI：——

  日期：——