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Restriction of the Inversion Process of the 1,3-Bridged Ring in the Rigid Conformer of 24-Methyl-2,17-Dithia[3.3](2,2′)Biphenyleno(1,3)Cyclophane

✍ Scribed by Yee-Hing Lai; Siau-Gek Ang; Siew-Ying Wong


Book ID
104256767
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
545 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis


Thetitle compound 3 wasprepared via a cyclization reactionbetween twoknown precursors.It is confmnedthat the inversion process of the 1,3-bridged ring in the 2,17dithia3.3 biphenyleno(l ,3)cyclophane systemwasrestricted with a conforrnational enemy barrier of >64kJmol-'. Theadopted rigidconformation is represented by3a(or3b)havingthe methyl protons located abovethecavityof oneof thebenzene rings.Thisis consistent withthe prefemed conformation derivedfmm semiempirtcal molecular obkal PM3calculations. All the protons inthisrigidconformer couldbeassigned byitsCOSY spectra andresults froma series of NOEexperiments. @1997 Published byElsevier Science Ltd.


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