section 11 (1) cyclooctatetraenesection11)2018.pdf · 1 section 11 (1) cyclooctatetraene g....

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1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT (2018) (3) CYCLOBUTADIENE

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Page 1: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

1

SECTION 11

(1) CYCLOOCTATETRAENE

G. Deslongchamps, P. Deslongchamps.

J. Org. Chem. 2018, 83, 5751-5755.

(2) WALK REARRANGEMENT

(2018)

(3) CYCLOBUTADIENE

Page 2: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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(1) CYCLOOCTATETRAENE

Page 3: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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Structural changes in cyclooctatetraene:

a) ring inversion; b) bond shifting; c) valence bond isomerization

Page 4: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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Electronic delocalization in s-cis butadiene and conrotatory cyclization

Page 5: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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Bond shifting and

valence isomerization of COT

Page 6: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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Thermal and

photochemical

conversion of COT to

semi bullvalene (SB)

Page 7: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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Thermal and photochemical bond shifting in COT

Page 8: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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Thermal conversion of tricyclo[3.3.0.02,6]-octa-3,7-diene TOD

into semibullvalene (SB)

Page 9: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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Photochemical conversion of barrelene (B)

to semibullvalene (SB)

Page 10: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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Thermal conversion of COT to 3,8-dihydropentalene (11)

Page 11: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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Ring current in aromatic cyclooctatetraene dianion

Page 12: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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(2) WALK REARRANGEMENT

Page 13: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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Walk rearrangement of bicyclo[n.1.0]polyenes

Page 14: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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Walk rearrangement of bicyclo[2.1.0]pentene 1

Page 15: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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Walk rearrangement of Norcaradiene derivatives

Page 16: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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Walk rearrangement of Norcaradiene 2

Page 17: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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Walk rearrangement of bicyclo[6.1.0]nonatriene system

Page 18: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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Walk rearrangement of bicyclo[6.1.0]nonatriene 3

Page 19: SECTION 11 (1) CYCLOOCTATETRAENESection11)2018.pdf · 1 SECTION 11 (1) CYCLOOCTATETRAENE G. Deslongchamps, P. Deslongchamps. J. Org. Chem. 2018, 83, 5751-5755. (2) WALK REARRANGEMENT

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(3) CYCLOBUTADIENE