1998
DOI: 10.1002/(sici)1099-0690(199809)1998:9<1743::aid-ejoc1743>3.0.co;2-j
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Synthesis and Characterisation of Macrobicyclic Tetrathiafulvalene-Bridged Cage Molecules

Abstract: A series of new macrobicyclic tetrathiafulvalenophanes of type 1 and 2 with three tetrathiafulvalene bridges has been prepared under high‐dilution conditions using a stepwise selective protection‐deprotection of tetrathiafulvalenethiolates. All the macrobicyclic tetrathiafulvalenes, along with the intermediate compounds 5 and 6 and the unexpected tetrathiafulvalene pentamers 17, were studied by cyclic voltammetry. An electrochemical investigation using the Bard‐Anson equation and thin‐layer cyclic voltammetry … Show more

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Cited by 32 publications

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“…Preparation of Sulfoxides 1a − c and 2a − d. The preparations of the sulfoxides are outlined in Scheme , while full synthetic details are given in Supporting Information. 4-Iododibenzothiophene was converted to the corresponding vinyl or allyl DBT derivative via Stille coupling. This was followed by selective oxidation of the sulfur using m CPBA. , For preparation of 1c , methylation in the 4-position was followed by benzylic bromination. , An allyl group was then coupled by way of Grignard chemistry, and oxidation was carried out 2 Preparation of Sulfoxides
…”
Section: Results
mentioning
confidence: 99%
“…26,27 For preparation of 1c, methylation in the 4-position was followed by benzylic bromination. 28,29 An allyl group was then coupled by way of Grignard chemistry, 30 and oxidation was carried out. 27 DBTO derivatives with a sulfide appendage could not be prepared from the corresponding precursors 7 with oxidation as the final step because the oxidation of DBT is sluggish relative to that of other sulfides.…”
Section: Results
mentioning
confidence: 99%
See 1 more Smart Citation
Exaggerated anticipatory anxiety is common in social anxiety disorder (SAD). Neuroimaging studies have revealed altered neural activity in response to social stimuli in SAD, but fewer studies have examined neural activity during anticipation of feared social stimuli in SAD. The current study examined the time course and magnitude of activity in threat processing brain regions during speech anticipation in socially anxious individuals and healthy controls (HC). Method Participants (SAD n = 58; HC n = 16) underwent functional magnetic resonance imaging (fMRI) during which they completed a 90s control anticipation task and 90s speech anticipation task.
“…Preparation of Sulfoxides 1a − c and 2a − d. The preparations of the sulfoxides are outlined in Scheme , while full synthetic details are given in Supporting Information. 4-Iododibenzothiophene was converted to the corresponding vinyl or allyl DBT derivative via Stille coupling. This was followed by selective oxidation of the sulfur using m CPBA. , For preparation of 1c , methylation in the 4-position was followed by benzylic bromination. , An allyl group was then coupled by way of Grignard chemistry, and oxidation was carried out 2 Preparation of Sulfoxides
…”
Section: Results
mentioning
confidence: 99%
“…26,27 For preparation of 1c, methylation in the 4-position was followed by benzylic bromination. 28,29 An allyl group was then coupled by way of Grignard chemistry, 30 and oxidation was carried out. 27 DBTO derivatives with a sulfide appendage could not be prepared from the corresponding precursors 7 with oxidation as the final step because the oxidation of DBT is sluggish relative to that of other sulfides.…”
Section: Results
mentioning
confidence: 99%
Exaggerated anticipatory anxiety is common in social anxiety disorder (SAD). Neuroimaging studies have revealed altered neural activity in response to social stimuli in SAD, but fewer studies have examined neural activity during anticipation of feared social stimuli in SAD. The current study examined the time course and magnitude of activity in threat processing brain regions during speech anticipation in socially anxious individuals and healthy controls (HC). Method Participants (SAD n = 58; HC n = 16) underwent functional magnetic resonance imaging (fMRI) during which they completed a 90s control anticipation task and 90s speech anticipation task.
“…Even more complex molecules, like cage-type TTF-trimers [54], bis(tetrathiafulvalene) cuppedophanes [55] and to a lesser degree a pyrrolo-tetrathiafulvalene cage [56], fit into the same picture. Finally, more recently, "extended" tetrathiafulvalenes were incorporated into cyclophanes, and electrochemically oxidized [57,58].…”
Section: Cyclophanes With Non-metallic Heteroatoms As Ring Members
mentioning
confidence: 94%
Exaggerated anticipatory anxiety is common in social anxiety disorder (SAD). Neuroimaging studies have revealed altered neural activity in response to social stimuli in SAD, but fewer studies have examined neural activity during anticipation of feared social stimuli in SAD. The current study examined the time course and magnitude of activity in threat processing brain regions during speech anticipation in socially anxious individuals and healthy controls (HC). Method Participants (SAD n = 58; HC n = 16) underwent functional magnetic resonance imaging (fMRI) during which they completed a 90s control anticipation task and 90s speech anticipation task.
“…In that regard, the use of electron-rich moieties such as tetrathiafulvalene (TTF) in combination with various coordinating units has been thoroughly explored as well in self-assembled systems for guest encapsulation. [19][20][21] Macrocyclic fully organic species using S-alkylated TTF have been described, [22][23][24] but to the best of our knowledge not incorporated in metal-organic cages despite their easy synthetic availability.…”
mentioning
confidence: 99%
Exaggerated anticipatory anxiety is common in social anxiety disorder (SAD). Neuroimaging studies have revealed altered neural activity in response to social stimuli in SAD, but fewer studies have examined neural activity during anticipation of feared social stimuli in SAD. The current study examined the time course and magnitude of activity in threat processing brain regions during speech anticipation in socially anxious individuals and healthy controls (HC). Method Participants (SAD n = 58; HC n = 16) underwent functional magnetic resonance imaging (fMRI) during which they completed a 90s control anticipation task and 90s speech anticipation task.