From Hexaoxy‐[6]Pericyclynes to Carbo ‐Cyclohexadienes, Carbo ‐Benzenes, and Dihydro‐ Carbo ‐Benzenes: Synthesis, Structure, and Chromophoric and Redox Properties
作者: Dr. Léo LeroyerDr. Christine LepetitDr. Arnaud RivesDr. Valérie MaravalDr. Nathalie Saffon‐MerceronDr. Dmytro KandaskalovDavid KiefferProf. Remi Chauvin
作者单位: 1CNRS, LCC (Laboratoire de Chimie de Coordination), 205 Route de Narbonne, 31077 Toulouse (France), Fax: (+33) 561‐55‐30‐03
2 Université de Toulouse, UPS, INPT, LCC, 31077 Toulouse (France)
3 Université de Toulouse, UPS, Institut de Chimie de Toulouse, ICT‐FR 2599, 118 Route de Narbonne, 31062 Toulouse (France)
4 CNRS, LCC (Laboratoire de Chimie de Coordination), 205 Route de Narbonne, 31077 Toulouse (France), Fax: (+33) 561‐55‐30‐03
刊名: Chemistry – A European Journal, 2012, Vol.18 (11), pp.3226-3240
来源数据库: Wiley Journal
DOI: 10.1002/chem.201102993
关键词: alkynesaromaticitycarbo ‐mersdichromismreduction
原始语种摘要: Abstract(#br)When targeting the quadrupolar p ‐dianisyltetraphenyl‐ carbo ‐benzene by reductive treatment of a hexaoxy‐[6]pericyclyne precursor 3 with SnCl2/HCl, a strict control of the conditions allowed for the isolation of three C18‐macrocyclic products: the targeted aromatic carbo ‐benzene 1 , a sub‐reduced non‐aromatic carbo ‐cyclohexadiene 4 A , and an over‐reduced aromatic dihydro‐ carbo ‐benzene 5 A . Each of them was fully characterized by its absorption and NMR spectra, which were interpreted by comparison with calculated spectra from static structures optimized at the DFT level. According to the nucleus‐independent chemical shift (NICS) value (NICS≈−13 ppm), the macrocyclic aromaticity of 5 A is indicated to be equivalent to that of 1 . This is confirmed...
全文获取路径: Wiley  (合作)
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关键词翻译
关键词翻译
  • deshielding 去屏蔽
  • aromaticity 芳香度
  • macrocyclic 大环的
  • carbo 
  • endocyclic 内环式
  • delocalization 非局部化
  • benzene 
  • crystallinity 结晶度
  • allowed 容许
  • cyclohexadiene 环己二烯