PRISMΔDB

Analyze how specific documents activate the features of the SAE. Select a dataset, a run and a document to begin.

Active Features

1512

0.0
Details List
#1530 Feature 1530
3.0
#1457 Feature 1457
3.0
#113 Feature 113
2.9
#1526 Feature 1526
2.7
#1015 Feature 1015
2.6
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2.4
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2.3
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2.3
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2.2
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2.2
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2.2
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2.2
#404 Interactions and Mechanisms
2.2
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2.1
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2.1
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2.1
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2.1
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2.1
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2.1
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2.1
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2.1
#1353 Feature 1353
2.0
#457 Feature 457
2.0
#547 Feature 547
2.0
#16 Feature 16
2.0
#1341 Feature 1341
1.9
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1.9
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1.9
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1.9
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1.9
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1.9
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1.8
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1.8
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1.8
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1.8
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1.8
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1.7
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1.7
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1.7
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1.7
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1.7
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1.7
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1.7
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1.7
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1.7
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1.6
#1971 Feature 1971
1.6
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1.6
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1.6
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1.6
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1.6
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1.6
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1.6
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1.6
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1.6
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1.6
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1.6
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1.5
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1.5
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1.5
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1.5
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1.5
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1.5
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1.5
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1.5
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1.5
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1.5
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1.5
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1.4
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1.4
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1.4
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1.4
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1.4
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1.4
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1.4
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1.4
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1.4
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1.4
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1.4
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1.4
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1.4
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1.4
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1.4
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1.3
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1.3
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1.3
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1.3
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1.3
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1.3
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1.3
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1.3
#708 Drug Resistance Mechanisms in Cancer
1.3
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1.3
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1.3
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1.3
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1.3
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1.3
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1.3
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1.3
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1.3
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1.3
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1.3
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1.3
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1.3
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.2
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.1
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
#351 Nanomaterial Synthesis and Properties
1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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1.0
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
#1300 Feature 1300
0.9
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0.9
#15 Feature 15
0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.9
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.8
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0.7
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Document Content

Stable 5,5'-Substituted 2,2'-Bipyrroles: Building Blocks for Macrocyclic and Materials Chemistry.
The preparation and characterization of a family of stable 2,2'-bipyrroles substituted at positions 5 and 5' with thienyl, phenyl, TMS-ethynyl, and vinyl groups is reported herein. The synthesis of these new bipyrroles comprises three steps: formation of the corresponding 5,5'-unsubstituted bipyrrole, bromination, and Stille or Suzuki coupling. The best results in the coupling are obtained using the Stille reaction under microwave irradiation. The new compounds have been fully characterized by UV-vis absorption, fluorescence, and IR spectroscopies and cyclic voltammetry. X-ray single-crystal analysis of four of the synthesized bipyrroles indicates a trans coplanar geometry of the pyrrole rings. Furthermore, the substituents at positions 5,5' remain coplanar to the central rings. This particular geometry extends the π-conjugation of the systems, which is in agreement with a red-shifting observed for the λmax of the substituted molecules compared to the unsubstituted bipyrrole. All of these new compounds display a moderate fluorescence. In contrast with unsubstituted bipyrroles, these bipyrroles are endowed with a high chemical and thermal stability and solubility in organic solvents.