3-(4-methoxyphenoxymethyl)-7,10-dimethyl-2,8,9-trioxa-5-aza-1-boratricyclo[3.3.3.0(1,5)]undecane | 1340599-81-6

• 英文名称: 3-(4-methoxyphenoxymethyl)-7,10-dimethyl-2,8,9-trioxa-5-aza-1-boratricyclo[3.3.3.0(1,5)]undecane
• CAS: 1340599-81-6
• 化学式: C₁₆H₂₄BNO₅
• 分子量: 321.181
• InChiKey: HRFFGCWQZBUTPA-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  在 硼酸 作用下， 以 甲苯 为溶剂， 生成 3-(4-methoxyphenoxymethyl)-7,10-dimethyl-2,8,9-trioxa-5-aza-1-boratricyclo[3.3.3.0(1,5)]undecane
  参考文献：
  名称：

  Synthesis, characterization and crystal structures of the boratranes: 2,10,11-trioxa-6-aza-1-boratricyclo[4.4.4.01,6] tetradecane (tri-n-propanolamine borate), and 3-(4-methoxy)phenoxymethyl-7,10-dimethyl-2,8,9-trioxa-5-aza-1-boratricyclo[3.3.3.01,5]-undecane

  摘要：

  The crystal structures of boratranes 2,10,11-trioxa-6-aza-1-boratricyclo[4.4.4.0(1,6)] tetradecane (tri-n-propanolamine borate) 1 as the tri-hydrate, and 3-(4-methoxy)phenoxymethyl-7,10-dimethyl-2,8,9-trioxa-5-aza-1-boratricyclo[3.3.3.0(1,5)]-undecane 2 as the partial (0.2) hydrate have been determined. Compound 1 has a near-tetrahedral coordination of both the N (108.8 degrees) and B atoms (111.2 degrees), N -> B bond length 1.656 angstrom and all-chair tricyclic conformation, whereas 2 has a slightly-longer N -> B dative bond length (1.667 angstrom) and the O-B-O angle, 114.8 degrees, was slightly distorted from near-tetrahedral to adopt a flatter conformation. Theoretical calculations on 1 and 2 showed that the B-N distance in each shortened markedly between isolated gas phase molecules and 'solvated' models. Neither structural results, nor calculated parameters, were able to explain the propensity towards slow hydrolysis of boratranes with five-membered rings compared with the relative hydrolytic stability of boratranes with six-membered rings. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2011.08.020