Dicyclopenta[a,d]cyclooctene: A [14]annulene containing two zero-atom cross-links

Mitsunori Oda; Yukinari Sakamoto; Takanori Kajioka; Takuya Uchiyama; Ryuta Miyatake; Shigeyasu Kuroda

doi:10.1002/1521-3773(20010716)40:14<2660::AID-ANIE2660>3.0.CO;2-6

Dicyclopenta[a,d]cyclooctene: A [14]annulene containing two zero-atom cross-links

Mitsunori Oda^*, Yukinari Sakamoto, Takanori Kajioka, Takuya Uchiyama, Ryuta Miyatake, Shigeyasu Kuroda

^*Corresponding author for this work

Center for Environmental Conservation and Research Safety

Research output: Contribution to journal › Article › peer-review

15 Scopus citations

Abstract

14π-Electrocyclization across the two pentafulveniod moieties of pentafulvene 1 occurs upon heating to provide dicyclopenta[a,d]cyclooctene 2 [Eq. (1)]. The nonalternant hydrocarbon 2 shows diatropic character and a distinctive absorption spectrum with the longest wavelength maximum at 767 nm.

Original language	English
Pages (from-to)	2660-2662
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	40
Issue number	14
DOIs	https://doi.org/10.1002/1521-3773(20010716)40:14<2660::AID-ANIE2660>3.0.CO;2-6
State	Published - 2001/07/16

Keywords

Annulenes
Aromaticity
Density functional calculations
Electrocyclic reactions
Hydrocarbons

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/1521-3773(20010716)40:14<2660::AID-ANIE2660>3.0.CO;2-6

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title = "Dicyclopenta[a,d]cyclooctene: A [14]annulene containing two zero-atom cross-links",

abstract = "14π-Electrocyclization across the two pentafulveniod moieties of pentafulvene 1 occurs upon heating to provide dicyclopenta[a,d]cyclooctene 2 [Eq. (1)]. The nonalternant hydrocarbon 2 shows diatropic character and a distinctive absorption spectrum with the longest wavelength maximum at 767 nm.",

keywords = "Annulenes, Aromaticity, Density functional calculations, Electrocyclic reactions, Hydrocarbons",

author = "Mitsunori Oda and Yukinari Sakamoto and Takanori Kajioka and Takuya Uchiyama and Ryuta Miyatake and Shigeyasu Kuroda",

year = "2001",

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day = "16",

doi = "10.1002/1521-3773(20010716)40:14<2660::AID-ANIE2660>3.0.CO;2-6",

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journal = "Angewandte Chemie - International Edition",

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T1 - Dicyclopenta[a,d]cyclooctene

T2 - A [14]annulene containing two zero-atom cross-links

AU - Oda, Mitsunori

AU - Sakamoto, Yukinari

AU - Kajioka, Takanori

AU - Uchiyama, Takuya

AU - Miyatake, Ryuta

AU - Kuroda, Shigeyasu

PY - 2001/7/16

Y1 - 2001/7/16

N2 - 14π-Electrocyclization across the two pentafulveniod moieties of pentafulvene 1 occurs upon heating to provide dicyclopenta[a,d]cyclooctene 2 [Eq. (1)]. The nonalternant hydrocarbon 2 shows diatropic character and a distinctive absorption spectrum with the longest wavelength maximum at 767 nm.

AB - 14π-Electrocyclization across the two pentafulveniod moieties of pentafulvene 1 occurs upon heating to provide dicyclopenta[a,d]cyclooctene 2 [Eq. (1)]. The nonalternant hydrocarbon 2 shows diatropic character and a distinctive absorption spectrum with the longest wavelength maximum at 767 nm.

KW - Annulenes

KW - Aromaticity

KW - Density functional calculations

KW - Electrocyclic reactions

KW - Hydrocarbons

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U2 - 10.1002/1521-3773(20010716)40:14<2660::AID-ANIE2660>3.0.CO;2-6

DO - 10.1002/1521-3773(20010716)40:14<2660::AID-ANIE2660>3.0.CO;2-6

M3 - 学術論文

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SN - 1433-7851

VL - 40

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EP - 2662

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 14

ER -

Dicyclopenta[a,d]cyclooctene: A [14]annulene containing two zero-atom cross-links

Abstract

Keywords

ASJC Scopus subject areas

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