1-[(4-dimethylaminophenyl)ferrocenyl]methyl-2-[2-ferrocenyl-2-(2-methylcyclohept-1-enyl)]ethylcyclohept-1-ene | 288406-34-8

• 英文名称: 1-[(4-dimethylaminophenyl)ferrocenyl]methyl-2-[2-ferrocenyl-2-(2-methylcyclohept-1-enyl)]ethylcyclohept-1-ene
• CAS: 288406-34-8
• 化学式: C₄₆H₅₅Fe₂N
• 分子量: 733.643
• InChiKey: PJTFRFWEODXXOI-NPWXNCPUSA-N

反应信息

• 作为产物：
  描述：

  1-ferrocenylmethylidene-2-methylidenecycloheptane 、 E-1-ferrocenylmethylidene-2-methylcycloheptan-2-yl tetrafluoroborate 、 N,N-二甲基苯胺 以 二氯甲烷 为溶剂， 以11%的产率得到1-[(4-dimethylaminophenyl)ferrocenyl]methyl-2-[2-ferrocenyl-2-(2-methylcyclohept-1-enyl)]ethylcyclohept-1-ene
  参考文献：
  名称：

  The behavior of 3-ferrocenyl-1-methyl-1,2-pentamethyleneallyl and 1,5-diferrocenyl-3-methyl-2,4-tetramethylene-1,4-dienyl carbocations in the cationic dimerization of 1,3-dienes

  摘要：

  3-Ferrocenyl-1-methyl-1,2-pentamethyleneallyl carbocation 9 and 1,5-diferrocenyl-3-methyl-2,4-tetramethylene-1,4-dienyl carbocation 10 are transformed into linear 21 and cyclic 28 dimers, respectively, in low yields under conditions of the cationic dimerization (treatment with N,N-dimethylaniline). The former is preferentially deprotonated into 1-ferrocenylmethylidene-2-methylidenecycloheptane (19) and 3-ferrocenylmethylidene-2-methylcycloheptene (20), while the latter is reduced into 1,3-bisferrocenylmethylidene-2-methylcycloheptane (26). However, a linear dimer was obtained in the reaction of salt 9 with s-cis-diene 19, while the reaction of salt 10 with 1,3-bisferrocenylmethylidene-2-methylidenecycloheptane (27) results in a cyclodimer 28 together with a linear dimer 29. The results obtained corroborate the stepwise mechanism of cationic cycloaddition of 1,3-dienes and manifest the role of the electronic factor in the intramolecular cyclization of an intermediate linear dimeric allylic cation. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00135-2