1,1-diphenyl-1,3-heptadiene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,1-diphenyl-1,3-heptadiene
• 英文别名: [(3E)-1-phenyl-1,3-heptadienyl]benzene；[(3E)-1-phenylhepta-1,3-dienyl]benzene
• 化学式: C₁₉H₂₀
• 分子量: 248.368
• InChiKey: BGHKGMSROLGGJD-NYYWCZLTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  β-苯基肉桂醛	3,3-diphenyl-2-propenal	1210-39-5	C15H12O	208.26
  二苯乙烯酮	Diphenylketene	525-06-4	C14H10O	194.233

反应信息

• 作为产物：
  描述：

  β-苯基肉桂醛 在 4-二甲氨基吡啶 、 bis(η3-allyl-μ-chloropalladium(II)) 、 (3aR,8bS)-2-<2-(diphenylphosphino)phenyl>-3a,8b-dihydro-4,4-dimethyl-4H-indenol<1,2-d>oxazole 作用下， 以 四氢呋喃 、 吡啶 、 乙醚 为溶剂， 反应 23.0h， 生成 1,1-diphenyl-1,3-heptadiene
  参考文献：
  名称：

  A Widely Applicable Chiral Auxiliary, cis-2-Amino-3,3-dimethyl-1-indanol:  Conversion to a Novel Phosphorus-Containing Oxazoline and Its Application as a Highly Efficient Ligand for the Palladium-Catalyzed Enantioselective Allylic Amination Reaction

  摘要：

  A chiral amino alcohol, cis-2-amino-3,3-dimethyl-1-indanol (2), was converted into the corresponding enantiomerically pure phosphorus-containing oxazoline 4. Oxazoline 4 was found to be an efficient ligand for palladium-catalyzed enantioselective allylic amination reactions: In the amination reaction of (E)-1,3-diphenyl-2-propen-1-yl acetate (7a), 4 was found to be more efficient than the similar ligands 1a-c, derived from valinol, tert-leucinol, etc. Other 1,3-bis(p-substituted aryl)-2-propen-1-yl acetates were also converted to the corresponding amines in a similar manner and with excellent enantioselectivity. In the amination reaction of 1-alkyl-3,3-diphenyl-2-propen-1-yl acetates 11, the correponding amines 12 were obtained with excellent enantioselectivity when acetic acid was added to the reaction system.

  DOI：

  10.1021/jo970359e

文献信息

• Palladium-catalysed reactions of ketenes with allyl acetates or allyl carbonates: novel syntheses of 1,3-dienes and allylated esters
  作者：Take-aki Mitsudo、Mamoru Kadokura、Yoshihisa Watanabe

  DOI：10.1039/c39860001539

  日期：——

  The reaction of arylketenes with allyl acetates of allyl carbonates catalysed by tetrakis(triphenylphosphine)palladium selectively gives 1,3-dienes or allylated esters, respectively, in high yields.

  四（三苯基膦）钯催化的芳基烯酮与碳酸烯丙酯的乙酸烯丙酯的反应分别有选择地分别高产率地得到1，3-二烯或烯丙基化的酯。
• Palladium-complex-catalyzed reactions of ketenes with allylic carbonates or acetates. Novel syntheses of .alpha.-allylated carboxylic esters and 1,3-dienes
  作者：Takeaki Mitsudo、Mamoru Kadokura、Yoshihisa Watanabe

  DOI：10.1021/jo00385a009

  日期：1987.5
• MITSUDO TAKE-AKI; KADOKURA MAMORU; WATANABE YOSHIHISA, J. CHEM. SOC. CHEM. COMMUN.,(1986) N 20, 1539-1541
  作者：MITSUDO TAKE-AKI、 KADOKURA MAMORU、 WATANABE YOSHIHISA

  DOI：——

  日期：——
• MITSUDO TAKE-AKI; KADOKURA MATORU; WATANABE YOSHIHISA, J. ORG. CHEM., 52,(1987) N 9, 1695-1699
  作者：MITSUDO TAKE-AKI、 KADOKURA MATORU、 WATANABE YOSHIHISA

  DOI：——

  日期：——
• A Widely Applicable Chiral Auxiliary, <i>cis</i>-2-Amino-3,3-dimethyl-1-indanol:  Conversion to a Novel Phosphorus-Containing Oxazoline and Its Application as a Highly Efficient Ligand for the Palladium-Catalyzed Enantioselective Allylic Amination Reaction
  作者：Atsushi Sudo、Kazuhiko Saigo

  DOI：10.1021/jo970359e

  日期：1997.8.1

  A chiral amino alcohol, cis-2-amino-3,3-dimethyl-1-indanol (2), was converted into the corresponding enantiomerically pure phosphorus-containing oxazoline 4. Oxazoline 4 was found to be an efficient ligand for palladium-catalyzed enantioselective allylic amination reactions: In the amination reaction of (E)-1,3-diphenyl-2-propen-1-yl acetate (7a), 4 was found to be more efficient than the similar ligands 1a-c, derived from valinol, tert-leucinol, etc. Other 1,3-bis(p-substituted aryl)-2-propen-1-yl acetates were also converted to the corresponding amines in a similar manner and with excellent enantioselectivity. In the amination reaction of 1-alkyl-3,3-diphenyl-2-propen-1-yl acetates 11, the correponding amines 12 were obtained with excellent enantioselectivity when acetic acid was added to the reaction system.