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Belmore, K.13
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20
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0028963065
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For a review on the chemistry of 1,3‐dithiole‐2‐thione‐4,5‐dithiolate, see:, Synthesis
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Catenated Cyclodextrins
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Ashton, P.R.2
Ballardini, R.3
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Godi, A.5
Moore, C.P.6
Prodi, L.7
Spencer, N.8
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Tolley, M.S.10
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40
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84985540843
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TTF‐containing macrocyclic compounds have been prepared in most cases using a coupling reaction with trialkyl phosphites from the corresponding thiones (see ref.[6]). There are only few reports to date describing the synthesis of TTF‐derived macrocyclic systems starting directly from TTF‐containing precursors (see ref.[8]).
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42
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84985562914
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The isomers could not be separated because they slowly interconverted in solution in the presence of trace amounts of acid; this was detected by thin layer chromatography (TLC). The first step (yielding 3 and 6) did not afford 2,3‐deprotected products (TLC indicated that no other important products formed except insoluble linear oligomers), although tetrathiafulvalene‐2,3,6,7‐tetrathiolate was produced quantitatively by treatment with eight equivalents of cesium hydroxide (see ref.[12]).
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44
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84985534395
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All spectra were recorded with a Kratos MS50TC instrument operating at 4.7kV accelerating voltage and fitted with an electrospray ion source.
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46
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84985540886
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13C, DQ‐COSY, and NOESY spectra were recorded using standard pulse sequences. All chemical shifts are referenced to TMS.
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47
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37049083209
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Unsymmetric TTF compounds usually isomerize easily, catalyzed by trace amounts of acid. Two methods have been reported to be able to control the configurational interversion of TTF‐based macrocyclic systems. The first utilizes the difference in ring strain between the trans and cis configurations, see ref.[5] and also, J. Chem. Soc. Chem. Commun.
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(1991)
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Bertho‐Thoraval, F.1
Robert, A.2
Souizi, A.3
Boubekeur, K.4
Batail, P.5
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48
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0346430910
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trans-cis-Isomerisierungen durch Einelektronenoxidation von [12]- und [14]Tetrathiafulvalenophanen
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In the second approach, one‐electron oxidation of [12]‐ and[14]tetrathiafulvalenophanes was employed to control their trans/cis isomerization, see
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(1994)
Angewandte Chemie
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, pp. 1448
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Boubekeur, K.1
Lenoir, C.2
Batail, P.3
Carlier, R.4
Tallec, A.5
Le Paillard, M.‐P.6
Lorcy, D.7
Robert, A.8
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51
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We have not yet studied the possibility of photochemical isomerization of these catenanes.
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