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Weinreb Amides in Carbene Chemistry: A Time-Resolved IR Investigation into a Potential Intramolecular Stabilization Mechanism

  作者 EVANS ANTHONY S; SUNDARAM G S M; SASSMANNSHAUSEN JORG; TOSCANO JOHN P; TIPPMANN ERIC M  
  选自 期刊  Organic Letters;  卷期  2010年12-20;  页码  4616-4619  
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[摘要]A chloromethylhydroxamiccarbene was generated photochemically in an attempt to form an intramolecularly stabilized carbene. A rapidly formed intermediate at 1645 cm(-1) decayed with an observed rate of 1.99 x 10(6) s(-1). Other intermediates were also observed. These also decayed, albeit much more slowly (k(obs) = 3.47 x 10(3) and 1.98 x 10(4) s(-1)). Multiple intermediates are apparently a function of both the proximal N,O-dimethylhydroxamic ester and multiple conformers of both the carbene and precursor

 
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