Synthesis and NMR Spectra of 2,3‐Dihydro‐l,3‐methanoindene Derivatives and l,2,3,5‐Tetrahydro‐l,3‐methanopentalene | Zendy

Christl Manfred | Zendy; Reuchlein Horst | Zendy

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Synthesis and NMR Spectra of 2,3‐Dihydro‐l,3‐methanoindene Derivatives and l,2,3,5‐Tetrahydro‐l,3‐methanopentalene

Author(s) -

Christl Manfred,

Reuchlein Horst

Publication year - 1990

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199010351

Subject(s) - tetracyanoethylene , bicyclic molecule , chemistry , reactivity (psychology) , hexane , carbon 13 nmr , derivative (finance) , stereochemistry , spectral line , nmr spectra database , medicinal chemistry , organic chemistry , physics , medicine , alternative medicine , pathology , astronomy , financial economics , economics

2‐Lithiobicyclo[2.1.1]hexene, prepared from bicyclo[2.1.1]hexan‐2‐one , is the key intermediate in an efficient synthesis of interesting bicyclo[2.1.1]hexane derivative such as 1–3 . Noteworthy is the reactivity of 3 , which acts more as a 2π‐electron than as a 4π‐electron system toward olefins such as tetracyanoethylene. Furthermore, the new compounds have unusual 13 C NMR spectra.

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