5,6:5''',6'''-Bis[(1S,5S)-(+)-pineno]-2,2':6',2'':6'',2'''-quaterpyridine | 199852-81-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5,6:5''',6'''-Bis[(1S,5S)-(+)-pineno]-2,2':6',2'':6'',2'''-quaterpyridine
• 英文别名: (1S,9S)-5-[6-[6-[(1S,9S)-10,10-dimethyl-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-trien-5-yl]pyridin-2-yl]pyridin-2-yl]-10,10-dimethyl-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-triene
• CAS: 199852-81-8
• 化学式: C₃₄H₃₄N₄
• 分子量: 498.671
• InChiKey: HBQQLPUTMULXTA-UWXQAFAOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  38
• 可旋转键数：
  3
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ammonium hexafluorophosphate 、 silver(I) acetate 、 5,6:5''',6'''-Bis[(1S,5S)-(+)-pineno]-2,2':6',2'':6'',2'''-quaterpyridine 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Baum, Gerhard; Constable, Edwin C.; Fenske, Dieter, Chemical Communications, 1997, # 21, p. 2043 - 2044

  摘要：

  DOI：
• 作为产物：
  描述：

  二环[3.1.1]庚烷-3-酮,6,6-二甲基-2-亚甲基-,(1S,5S)- 、 6,6'-Bis(1-pyridinioacetyl)-2,2'-bipyridine diiodide 在 ammonium acetate 、 乙酸酐 、 溶剂黄146 作用下， 反应 16.0h， 以84%的产率得到5,6:5''',6'''-Bis[(1S,5S)-(+)-pineno]-2,2':6',2'':6'',2'''-quaterpyridine
  参考文献：
  名称：

  Stereoselective Double-Helicate Assembly from Chiral 2,2′:6′,2″:6″,2′′′-Quaterpyridines and Tetrahedral Metal Centres

  摘要：

  A pair of chiral 2,2':6',2 ":6 ",2'''-quaterpyridine ligands 1 and 2 have been prepared and shown to diastereoselectively assemble double-helical coordination compounds. The complexation of 1 or 2 with copper(I) or silver(I) leads to dinuclear double helicates [M-2(L)(2)](2+) with high diastereoselectivity [diastereomeric excess (d.e.) greater than or equal to 96%] for the formation of P or M helicates. Circular dichroism (CD) studies of the helicates in solution reveal intense activity in the region of 320-328 nm that is diagnostic of P or M helical chirality. On the basis of the CD spectra it is proposed that the dominant diastereomers with 1 possess P helicity, whilst those with 2 possess M helical chirality. These proposals have been confirmed by solid-state structural determinations of the dominant diastereomers of [Cu-2(1)(2)][PF6](2). 2MeCN. [Cu-2(2)(2)][PF6](2). 2MeCN and [Ag-2(1)(2)][PF6](4). 0.33 H2O. Redistribution reactions of dicopper(I) and disilver(I) helicates lead to the stereoselective assembly of heterodinuclear helicates, whereas the reaction of [Cu-2(1)(2)](2+) with [Cu-2(2)(2)](2+) leads to the formation of the heterochiral, heterostranded species [Cu-2(1)(2)](2-).

  DOI：

  10.1002/(sici)1521-3765(19990604)5:6<1862::aid-chem1862>3.0.co;2-g

文献信息

• Baum, Gerhard; Constable, Edwin C.; Fenske, Dieter, Chemical Communications, 1997, # 21, p. 2043 - 2044
  作者：Baum, Gerhard、Constable, Edwin C.、Fenske, Dieter、Kulke, Torsten

  DOI：——

  日期：——
• Stereoselective Double-Helicate Assembly from Chiral 2,2′:6′,2″:6″,2′′′-Quaterpyridines and Tetrahedral Metal Centres
  作者：Gerhard Baum、Edwin C. Constable、Dieter Fenske、Catherine E. Housecroft、Torsten Kulke

  DOI：10.1002/(sici)1521-3765(19990604)5:6<1862::aid-chem1862>3.0.co;2-g

  日期：1999.6.4

  A pair of chiral 2,2':6',2 ":6 ",2'''-quaterpyridine ligands 1 and 2 have been prepared and shown to diastereoselectively assemble double-helical coordination compounds. The complexation of 1 or 2 with copper(I) or silver(I) leads to dinuclear double helicates [M-2(L)(2)](2+) with high diastereoselectivity [diastereomeric excess (d.e.) greater than or equal to 96%] for the formation of P or M helicates. Circular dichroism (CD) studies of the helicates in solution reveal intense activity in the region of 320-328 nm that is diagnostic of P or M helical chirality. On the basis of the CD spectra it is proposed that the dominant diastereomers with 1 possess P helicity, whilst those with 2 possess M helical chirality. These proposals have been confirmed by solid-state structural determinations of the dominant diastereomers of [Cu-2(1)(2)][PF6](2). 2MeCN. [Cu-2(2)(2)][PF6](2). 2MeCN and [Ag-2(1)(2)][PF6](4). 0.33 H2O. Redistribution reactions of dicopper(I) and disilver(I) helicates lead to the stereoselective assembly of heterodinuclear helicates, whereas the reaction of [Cu-2(1)(2)](2+) with [Cu-2(2)(2)](2+) leads to the formation of the heterochiral, heterostranded species [Cu-2(1)(2)](2-).