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Generation and [4+2] cycloaddition of 1,6-methano[10]annulene-3,4-quinodimethane: a novel synthesis of dimethyl 1,6-methanobenzo[3,4-a][10]annulene-13,14-dicarboxylate

✍ Scribed by Shigeyasu Kuroda; Mitsunori Oda; Shengli Zuo; Kimiko Kanayama; Shaheen I.M Shah; Shinji Furuta; Ryuta Miyatake; Mayumi Kyogoku

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
77 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

A new quinodimethane, 1,6-methano[10]annulene-3,4-quinodimethane (1), was generated and trapped by the Diels-Alder reactions with various dienophiles to provide 1,6-methano[10]annelenes 3 fused with a six-membered ring at the 3,4-positions, one of which was derived to a benzene ring analogue 4.

📜 SIMILAR VOLUMES

[4 + 2] Cycloaddition Reactions of a 4a,
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## Abstract The novel propellane 3 containing an electron‐rich cyclohexadiene and an electron‐deficient diazadiene system in one and the same molecule reacts site selectively with the electron‐rich alkynes 4 and 8 as well as with cyclooctyne (10) to yield the interestingly substituted novel 1,6‐met

Propellanes. LXII. The endo- and exo-add
Propellanes. LXII. The endo- and exo-adducts of 11-cyano-1,6-methano[10] annulene with 4-methyl-1,2,4-triazoline-3,5-dione
✍ P. Ashkenazi; M. Kaftory; D. Arad; Y. Apeloig; D. Ginsburg 📂 Article 📅 1981 🏛 John Wiley and Sons 🌐 German ⚖ 174 KB

## Abstract The title compounds have been isolated and their structures determined by X‐ray crystallography. Their relative stability is discussed in terms of theory and experiment. The __endo__‐adduct is the thermodynamically more stable one.

Propellanes. LXVI. Exo- and Endo-Diels-A
Propellanes. LXVI. Exo- and Endo-Diels-Alder adducts of 4-substituted 1,2,4-triazoline-3, 5-diones with various 1, 6-methano [10]annulenes
✍ Pnina Ashkenazi; Menachem Kaftory; David Ginsburg 📂 Article 📅 1983 🏛 John Wiley and Sons 🌐 German ⚖ 177 KB

## Abstract Relatively few __exo__‐adducts have been obtained from the title compounds. Only one such mono‐adduct, **3**, is known. Several __exo‐endo__‐bis‐adducts have been obtained but the structure of one of these, **5**, has been proved unequivocally by X‐ray structural determination.

Synthesis and properties of 5-(2,3-diphe
Synthesis and properties of 5-(2,3-diphenylcyclopropenylidene)-1,6-methano-2(5h)-[10]- annulenone (or 10,11-diphenyl-4,9-methano[3.10]quinaren-3-one). Contribution of a homobenzene structure annelated on [3.6]quinaren-3-one
✍ Kazuko Takahashi; Keiichi Ohnishi; Kahei Takase 📂 Article 📅 1984 🏛 Elsevier Science 🌐 French ⚖ 306 KB

The titZe quinarenone 2 has been prepared and proved that the three-membered ring possesses a larger diatropicity than diphenyZcycZopropenone and the seven-membered ring exists in a cycloheptatriene (not norcaradienel tautomer having a contribution of a homobenzene structure. The rotational barrier