[16-[(4-methylphenyl)sulfonyloxymethyl]-15-tetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaenyl]methyl 4-methylbenzenesulfonate | 72935-93-4

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基四氢萘木脂素
• 英文名称: [16-[(4-methylphenyl)sulfonyloxymethyl]-15-tetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaenyl]methyl 4-methylbenzenesulfonate
• CAS: 72935-93-4
• 化学式: C₃₂H₃₀O₆S₂
• 分子量: 574.719
• InChiKey: MFWDRSLVFMXUPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.94
• 重原子数：
  40.0
• 可旋转键数：
  8.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  86.74
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  [16-[(4-methylphenyl)sulfonyloxymethyl]-15-tetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaenyl]methyl 4-methylbenzenesulfonate 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 以92%的产率得到9,10-dihydro-11,12-dimethylene-9,10-ethanoanthracene
  参考文献：
  名称：

  内部自由体积的纳入：茂茂茂茂的聚丁二烯的合成与表征

  摘要：

  DOI：

  10.1021/ma0354694
• 作为产物：
  描述：

  dibenzobarallene 在 吡啶 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 [16-[(4-methylphenyl)sulfonyloxymethyl]-15-tetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaenyl]methyl 4-methylbenzenesulfonate
  参考文献：
  名称：

  内部自由体积的纳入：茂茂茂茂的聚丁二烯的合成与表征

  摘要：

  DOI：

  10.1021/ma0354694

文献信息

• Palladium Complexes with Bulky Diphosphine Ligands as Highly Selective Catalysts for the Synthesis of (Bio-) Adipic Acid from Pentenoic Acid Mixtures.
  作者：Choon Heng Low、James D. Nobbs、Martin van Meurs、Ludger P. Stubbs、Eite Drent、Srinivasulu Aitipamula、Michelle H. L. Pung

  DOI：10.1021/acs.organomet.5b00517

  日期：2015.9.14

  A series of sterically bulky diphosphines have been prepared, including P-2 = trans-1,2-bis[(di-tert-butylphosphino)methyllcydohexane (4), (2-methylenepropane1,3-diy1)bis(di-tert-butylphosphine) (5), bis[(di-tertbutylphosphino)methyl]dimethylsilane (6), and cis- and trans11,12-bis [ (di-tert-butylphosphino)methy1]-9,10-dihydro-9,10-ethanoanthracene (10 and 11). The corresponding palladium complexes of these ligands, P2Pd(CF3CO2)(2), have been synthesized and characterized. The solid-state structures of [Pd(4)(CF3CO2)(2)], [Pd(S)(CF3CO2)(2)], [Pd(6)(CF3CO2)(2)], and [Pd(11)(CF3CO2)(2)] were obtained by single-crystal X-ray diffraction and confirm the bidentate binding mode of the ligand and a square-planar coordination geometry with a minor distortion from the ideal. The diphosphines in combination -with Pd(OAc)(2) have been applied in the hydroxycarbonylation of a mixture of pentenoic acid isomers to produce adipic acid with high selectivity (in several cases >95%). The (regio)selectivity of the hydroxycarbonylation reaction is highly dependent on the P-2 diphosphine ligand structure, particularly the steric bulk of the substituents on the diphosphine donor and the P-Pd-P bite angle in the complexes, with respectively tertiary alkyl phosphine substituents (tert-butyl, adamantyl) and a C4 backbone P-Pd-P bite angle >100 degrees being the common features of highly adipic acid selective systems. It is suggested that the regioselectivity of hydroxycarbonylation becomes largely driven by the chelation of the carboxylic acid functionality of pentenoic acid substrates, when smaller size P substituents and/or when P-2 ligands with smaller bite angles (<100 degrees) are applied.
• SKVARCHENKO V. R.; KOSHKINA N. P., ZH. ORGAN. XIMII, 1979, 15, HO 11, 2367-2370
  作者：SKVARCHENKO V. R.、 KOSHKINA N. P.

  DOI：——

  日期：——
• BRAILLON, B.;CAIRE, J. -C.;SAQUET, M.;THUILLIER, A., J. CHEM. RES. SYNOP., 1986, N 3, 98-99
  作者：BRAILLON, B.、CAIRE, J. -C.、SAQUET, M.、THUILLIER, A.

  DOI：——

  日期：——