9-oxabicyclo[6.2.0]decan-10-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 9-oxabicyclo[6.2.0]decan-10-one
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: LPYWUOKFXMGVJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  苄胺 、 9-oxabicyclo[6.2.0]decan-10-one 以 四氢呋喃 为溶剂， 生成 、
  参考文献：
  名称：

  The first asymmetric ring-expansion carbonylation of meso-epoxides

  摘要：

  首次报道了介环氧化物与 β-内酯的不对称扩环羰基化反应。研究表明，两种结构不同的手性铬(III)氯配合物与 Co2(CO)8 共同组成的催化体系能够胜任这一转化过程，并显示出高达 56% ee 的显著不对称诱导水平。

  DOI：

  10.1039/c2cc35596e
• 作为产物：
  描述：

  氧化环辛烯 、 一氧化碳 在 dicobalt octacarbonyl 、 chloro-<5,10,15,20-tetrakis<(1S,4R,5R,8S)-1,2,3,4,5,6,7,8-octahydro-1,4:5,8-dimethanoanthracene-9-yl>porphirinato>manganese(III) 作用下， 以 乙二醇二甲醚 为溶剂， 70.0 ℃ 、3.45 MPa 条件下， 反应 16.0h， 以94%的产率得到9-oxabicyclo[6.2.0]decan-10-one
  参考文献：
  名称：

  The first asymmetric ring-expansion carbonylation of meso-epoxides

  摘要：

  首次报道了介环氧化物与 β-内酯的不对称扩环羰基化反应。研究表明，两种结构不同的手性铬(III)氯配合物与 Co2(CO)8 共同组成的催化体系能够胜任这一转化过程，并显示出高达 56% ee 的显著不对称诱导水平。

  DOI：

  10.1039/c2cc35596e

文献信息

• Catalytic carbonylation of three and four membered heterocycles
  申请人：——

  公开号：US20030162961A1

  公开（公告）日：2003-08-28

  Epoxides, aziridines, thiiranes, oxetanes, lactones, lactams and analogous compounds are reacted with carbon monoxide in the presence of a catalytically effective amount of catalyst having the general formula [Lewis acid] z+ {[QM(CO) x ] w− } y where Q is any ligand and need not be present, M is a transition metal selected from the group consisting of Groups 4, 5, 6, 7, 8, 9 and 10 of the periodic table of elements, z is the valence of the Lewis acid and ranges from 1 to 6, w is the charge of the metal carbonyl and ranges from 1 to 4 and y is a number such that w times y equals z, and x is a number such as to provide a stable anionic metal carbonyl for {[QM(CO) x ] w− } y and ranges from 1 to 9 and typically from 1 to 4.

  环氧化物、氮杂环丙烷、硫杂环丙烷、氧杂环丁烷、内酯、内酰胺和类似化合物在存在具有一定催化活性的催化剂的情况下与一般公式为[路易斯酸] z+ {[QM(CO) x ] w− } y的催化剂反应，其中Q是任何配体且不一定存在，M是从元素周期表的4、5、6、7、8、9和10族中选择的过渡金属，z是路易斯酸的化合价，范围从1到6，w是金属羰基的电荷，范围从1到4，y是一个数字，使得w乘以y等于z，x是一个数字，以提供稳定的阴离子金属羰基{[QM(CO) x ] w− } y，范围从1到9，通常从1到4。
• <i>In Situ</i>Generation of the Coates Catalyst: A Practical and Versatile Catalytic System for the Carbonylation of<i>meso</i>-Epoxides
  作者：Prasad Ganji、David J. Doyle、Hasim Ibrahim

  DOI：10.1021/ol201043d

  日期：2011.6.17

  active catalytic system for the carbonylation of meso- and terminal epoxides to β-lactones is described. The active catalyst, analogous to Coates’ catalyst, is generated in situ from commercially available (TPP)CrCl and Co2(CO)8. This practical system circumvents the preparation of air sensitive cobaltate salts, operates at low catalyst loadings, and allows the carbonylation of functionalized, sterically

  描述了一种高活性的催化体系，用于将内消旋和端环氧化物羰基化为β-内酯。活性催化剂类似于Coates的催化剂，是由可商购获得的（TPP）CrCl和Co 2（CO）8原位生成的。此实际系统规避空气敏感的钴盐的制备中，工作在低催化剂负载，并且允许的官能化的羰基化，空间要求和杂环内消旋环氧化物。
• CATALYTIC CARBONYLATION OF THREE AND FOUR MEMBERED HETEROCYCLES
  申请人：CORNELL RESEARCH FOUNDATION, INC.

  公开号：EP1461315B1

  公开（公告）日：2009-07-29
• EP1461315A4
  申请人：——

  公开号：EP1461315A4

  公开（公告）日：2005-06-01
• METAL-ORGANIC FRAMEWORK CATALYSTS, AND USES THEREOF
  申请人：Novomer, Inc.

  公开号：US20210277028A1

  公开（公告）日：2021-09-09

  Provided herein are metal-organic frameworks having a repeating core structure that generally includes a linker coordinated to a secondary building unit through O-metal-O bonds. The linkers create a framework with a plurality of pores, where a cobalt carbonyl moiety occupies at least a portion of the plurality of pores. Provided are also methods of making such metal-organic frameworks via a solvothermal reaction. The metal-organic frameworks are suitable for use in carbonylation reactions, such as carbonylation of epoxides. The metal-organic frameworks may be used for producing acrylic acid from ethylene oxide and carbon monoxide on an industrial scale. The production may involve various unit operations, including for example a beta-propiolactone production system configured to produce beta-propiolactone from ethylene oxide and carbon monoxide; a polypropiolactone production system configured to produce polypropiolactone from beta-propiolactone; and an acrylic acid production system configured to produce acrylic acid with a high purity by thermolysis of polypropiolactone.