4-hydroxymethyl-4'-[(tert-butyldimethylsiloxy)methyl]-2,2'-bipyridine | 526756-70-7

• 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: 4-hydroxymethyl-4'-[(tert-butyldimethylsiloxy)methyl]-2,2'-bipyridine
• 英文别名: [2-[4-[[Tert-butyl(dimethyl)silyl]oxymethyl]pyridin-2-yl]pyridin-4-yl]methanol；[2-[4-[[tert-butyl(dimethyl)silyl]oxymethyl]pyridin-2-yl]pyridin-4-yl]methanol
• CAS: 526756-70-7
• 化学式: C₁₈H₂₆N₂O₂Si
• 分子量: 330.502
• InChiKey: QRPQCDYVEAZNAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.16
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  55.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-hydroxymethyl-4'-[(tert-butyldimethylsiloxy)methyl]-2,2'-bipyridine 在 N-氯代丁二酰亚胺 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以90%的产率得到4-[(tert-butyldimethylsiloxy)methyl]-4'-chloromethyl-2,2'-bipyridine
  参考文献：
  名称：

  Synthesis of Bipyridine-Centered Diblock Copolymers

  摘要：

  A series of bipyridine-centered diblock copolymers, bpy(A)(B), containing PMMA, PS, PCL, PLA, and PEG chains were synthesized via sequential, orthogonal strategies from unsymmetrical, difunctional bipyridine ligands. Specifically, the combination of atom transfer radical polymerization (ATRP) and ring-opening polymerization (ROP) generally produced bpy(PCL)(PMMA) (16) and bpy(PS)(PCL) (14) samples with anticipated molecular weights and low polydispersities (PDIs = 1.1-1.2). ROP or ATRP was also used in conjunction with a polymer coupling strategy to synthesize bpy(PEG)(R) diblocks with a bipyridine binding site at the block junction where R = PCL (12), PLA (13), or PMMA (21). Polymers with low PDIs were again generated in all cases (PDI similar to 1.2-1.3). The particular design explored in this study could ultimately lead to block copolymeric metal complexes that form ordered assemblies with metal ions at microdomain interfaces.

  DOI：

  10.1021/ma025672j
• 作为产物：
  描述：

  2,2'-联吡啶-4,4'-二甲醇 、 叔丁基二甲基氯硅烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以48%的产率得到4-hydroxymethyl-4'-[(tert-butyldimethylsiloxy)methyl]-2,2'-bipyridine
  参考文献：
  名称：

  Synthesis of Bipyridine-Centered Diblock Copolymers

  摘要：

  A series of bipyridine-centered diblock copolymers, bpy(A)(B), containing PMMA, PS, PCL, PLA, and PEG chains were synthesized via sequential, orthogonal strategies from unsymmetrical, difunctional bipyridine ligands. Specifically, the combination of atom transfer radical polymerization (ATRP) and ring-opening polymerization (ROP) generally produced bpy(PCL)(PMMA) (16) and bpy(PS)(PCL) (14) samples with anticipated molecular weights and low polydispersities (PDIs = 1.1-1.2). ROP or ATRP was also used in conjunction with a polymer coupling strategy to synthesize bpy(PEG)(R) diblocks with a bipyridine binding site at the block junction where R = PCL (12), PLA (13), or PMMA (21). Polymers with low PDIs were again generated in all cases (PDI similar to 1.2-1.3). The particular design explored in this study could ultimately lead to block copolymeric metal complexes that form ordered assemblies with metal ions at microdomain interfaces.

  DOI：

  10.1021/ma025672j

文献信息

• Synthesis of Bipyridine-Centered Diblock Copolymers
  作者：Adam P. Smith、Cassandra L. Fraser

  DOI：10.1021/ma025672j

  日期：2003.4.1

  A series of bipyridine-centered diblock copolymers, bpy(A)(B), containing PMMA, PS, PCL, PLA, and PEG chains were synthesized via sequential, orthogonal strategies from unsymmetrical, difunctional bipyridine ligands. Specifically, the combination of atom transfer radical polymerization (ATRP) and ring-opening polymerization (ROP) generally produced bpy(PCL)(PMMA) (16) and bpy(PS)(PCL) (14) samples with anticipated molecular weights and low polydispersities (PDIs = 1.1-1.2). ROP or ATRP was also used in conjunction with a polymer coupling strategy to synthesize bpy(PEG)(R) diblocks with a bipyridine binding site at the block junction where R = PCL (12), PLA (13), or PMMA (21). Polymers with low PDIs were again generated in all cases (PDI similar to 1.2-1.3). The particular design explored in this study could ultimately lead to block copolymeric metal complexes that form ordered assemblies with metal ions at microdomain interfaces.