tris(2-methoxyphenyl)bismuth diacetate | 185509-57-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: tris(2-methoxyphenyl)bismuth diacetate
• CAS: 185509-57-3
• 化学式: C₂₅H₂₇BiO₇
• 分子量: 648.466
• InChiKey: PBKPYLSAZSIVQW-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  2.26
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tris(2-methoxyphenyl)bismuth diacetate 、 水 在 KO-t-Bu 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到tris(2-methoxyphenyl)bismuthane oxide
  参考文献：
  名称：

  Diverse Structures and Remarkable Oxidizing Ability of Triarylbismuthane Oxides. Comparative Study on the Structure and Reactivity of a Series of Triarylpnictogen Oxides

  摘要：

  A systematic series of triarylbismuthane oxides was prepared in order to disclose their structure and reactivity, which have been compared with those of lighter pnictogen counterparts. X-ray crystallographic analysis of tris(2-methoxyphenyl)bismuthane oxide and tris(2-methoxyphenyl)stibane oxide revealed that they exist as dimers with a flat bis(mu-oxo) ring, implying that the polarized Bi+-O- and Sb+-O- bonds aggregate to attain electrostatic stabilization. In sharp contrast to their phosphorus, arsenic, and antimony counterparts, triarylbismuthane oxides are thermally unstable and possess a high oxidizing ability. In particular, the bismuthane oxides bearing ortho-substituted aryl ligands oxidized primary and. secondary alcohols to aldehydes and ketones, respectively, with high efficiency under mild conditions.

  DOI：

  10.1021/om0494115
• 作为产物：
  描述：

  [(3,5-bis(trifluoromethyl)benzoyl)imino]tris(2-methoxyphenyl)-λ5-bismuthane 以 二氯甲烷 为溶剂， 生成 tris(2-methoxyphenyl)bismuth diacetate
  参考文献：
  名称：

  Stabilized bismuthonium ylides bearing a highly cross-conjugated ylidic carbon atom: synthesis, structures, and reactions

  摘要：

  The reaction of iminotriaryl-lambda(5)-bismuthanes (2; Ar3Bi=NR; R = COR " or SO2R ") with dialkyl acetylenedicarboxylates (3; R'O2CC=CCO2R') has been found to afford highly stabilized bismuthortium ylides (4; Ar3Bi=C(CO2R')-C(CO2R')=NR) in 50-92% yield. The X-ray crystallographic analyses of two of these ylides demonstrated that their bismuth center possesses a distorted tetrahedral geometry with the highly cross-conjugated ylidic carbon atom. The observed Bi-C-ylide bond lengths of 2.178(7)-2.199(7) Angstrom are close to ordinary Bi-C-Ar bond lengths, suggesting an appreciable single bond character of the Bi-C-ylide bond. The action of two equivalents of acetic acid, hydrogen chloride, or 4-nitrophenol on 4 cleaved the Bi-C-ylide bond to give the corresponding triarylbismuth(V) compounds of the type Ar3BiX2 and olefins (5; R'O2CCH=C(CO2R')NHR). 4-Nitrobenzenethiol was oxidized by 0.5 equivalents of 4 to give bis(4-nitrophenyl) disulfide with a good recovery of triarylbismuthane 6 and olefin 5. On thermolysis at 200 degrees C, or when decomposed in the presence of a copper catalyst at room temperature, the ylides 4 bearing an N-aroyl group gave 2,4,5-trisubstituted oxazoles 7 and triarylbismuthanes 6 in moderate to excellent yields. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00295-3

文献信息

• Synthesis, Structure, and Reactions of (Acylimino)triaryl-λ⁵-bismuthanes:  First Comparative Study of the (Acylimino)pnictorane Series
  作者：Yoshihiro Matano、Hazumi Nomura、Hitomi Suzuki、Motoo Shiro、Haruyuki Nakano

  DOI：10.1021/ja003623l

  日期：2001.11.1

  The synthesis, structure, and reactions of (acylimino)triaryl-lambda(5)-bismuthanes and a comparative study of the structure and reactivity of a series of (acylimino)pnictoranes are reported. Treatment of ortho-substituted triarylbismuth dichlorides 1 (Ar(3)BiCl(2); Ar = 2-MeC(6)H(4), 2-MeOC(6)H(4), 2,4,6-Me(3)C(6)H(2)) with amides 2 (H(2)NCOR; R = CF(3), CCl(3), 3,5-(CF(3))(2)C(6)H(3)) in the presence

  报道了（酰基亚氨基）三芳基-λ(5)-铋烷的合成、结构和反应，以及一系列（酰基亚氨基）pnictoranes 的结构和反应性的比较研究。邻位取代三芳基铋二氯化物的处理 1 (Ar(3)BiCl(2); Ar = 2-MeC(6)H(4), 2-MeOC(6)H(4), 2,4,6-Me( 3)C(6)H(2)) 与酰胺 2 (H(2)NCOR; R = CF(3), CCl(3), 3,5-(CF(3))(2)C(6) H(3)) 在二氯甲烷中 2.2 当量 KO-t-Bu 的存在下以 77-96% 的产率提供（酰基亚氨基）三芳基-λ（5）-铋烷 3（Ar(3)Bi=NCOR）。邻位取代芳基配体和吸电子 N 取代基分别为反应性 Bi=N 键提供动力学和热力学稳定性。一系列（酰基亚氨基）pnictoranes (Ar(3)M=NCOR and H(3)M=NCOCF(3); M = P, As
• Dimeric Triarylbismuthane Oxide:  A Novel Efficient Oxidant for the Conversion of Alcohols to Carbonyl Compounds
  作者：Yoshihiro Matano、Hazumi Nomura

  DOI：10.1021/ja010584k

  日期：2001.7.1