Benzo[a]acecorannulene: Surprising formation of a new bowl-shaped aromatic hydrocarbon from an attempted synthesis of 1,2-diazadibenzo[d,m]corannulene

Tsefrikas VM; Arns S; Merner PM; Warford CC; Merner BL; Scott LT; Bodwell GJ

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Benzo[a]acecorannulene: Surprising formation of a new bowl-shaped aromatic hydrocarbon from an attempted synthesis of 1,2-diazadibenzo[d,m]corannulene

机译：苯并[a] acecorannulene：意外合成1,2-二氮杂二苯并[d，m] corannulene形成新的碗形芳烃

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摘要

Flash vacuum pyrolysis of 7,10-bis(2-bromophenyl)acenaphtho[1,2-d]pyridazine (C26H14Br2N2) has resulted in a surprising transformation, including dinitrogen loss, to give benzo[a]acecorannulene, a novel C26H12 bowl-shaped fullerene fragment.

机译：7,10-双（2-溴苯基）ac [1,2-d]哒嗪（C26H14Br2N2）的快速真空热解导致令人惊讶的转化，包括二氮损失，从而生成了新型的C26H12碗型苯并[a]乙酰蒽。形状的富勒烯片段。

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来源
《Organic letters》 |2006年第23期|p. 5195-5198|共4页
作者
Tsefrikas VM; Arns S; Merner PM; Warford CC; Merner BL; Scott LT; Bodwell GJ;
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作者单位

Boston Coll, Merkert Chem Ctr, Dept Chem, Chestnut Hill, MA 02467 USA;

Mem Univ Newfoundland, Dept Chem, St John, NF A1B 3X7, Canada;

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原文格式 PDF
正文语种 eng
中图分类有机化学;
关键词
DIELS-ALDER REACTIONS; THERMAL REARRANGEMENTS; NITROGEN HETEROFULLERENES; INVERSION BARRIER; RING CONTRACTIONS; BUCKY-BOWLS; CORANNULENE; CURVATURE; AZADIENES; SCOPE;

机译：Diels-Alder反应;热重排;氮杂富勒烯;转化障碍;环缩合;大桶;粗萘;曲率;叠氮化物;范围;

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1. Benzo[a]acecorannulene: Surprising formation of a new bowl-shaped aromatic hydrocarbon from an attempted synthesis of 1,2-diazadibenzo[d,m]corannulene [J] . Tsefrikas VM, Arns S, Merner PM, Organic letters . 2006,第23期

机译：苯并[a] acecorannulene：意外合成1,2-二氮杂二苯并[d，m] corannulene形成新的碗形芳烃
2. Experimental NMR and DFT Studies of Persistent Carbocations Derived from Hetero-Polycyclic Aromatic Hydrocarbons Containing Oxygen Atom: Dibenzo[b,d]furan, Benzo[b]naphtho[1,2-d]furan, Benzo[b]naphtho [2,3-d]furan, Benzo[b]naphtho [2,1-d]furan, and Dinaphtho[2,1-b:1 ',2 '-d]furan [J] . Okazaki Takao, Nakagawa Madoka, Kitagawa Toshikazu, Bulletin of the Chemical Society of Japan . 2014,第11期

机译：实验性NMR和DFT研究源自含有氧原子的杂多环芳烃烃：Dibenzo [B，D] Furan，Benzo [B]呋喃，苯并[B]萘[2,3 -D]呋喃，苯并[B]萘[2,1-D]呋喃，Dinaphtho [2,1-B：1'，2'd]呋喃
3. Formation of the Corannulene Core by Nickel-Mediated Intramolecular Coupling of Benzyl and Benzylidene Bromides: A Versatile Synthesis of Dimethyl 1,2-Corannulene Dicarboxylate [J] . Andrzej Sygula, Steven D. Karlen, Renata Sygula, Organic letters . 2002,第18期

机译：镍与苄基亚苄基溴的分子内偶联形成Corannulene核：多功能合成1，2-Corannulene二羧酸二甲酯
4. Synthesis of Nitrogen-Containing Curved Polycyclic Aromatic Hydrocarbons via 1,3-Dipolar Cycloaddition to Corannulene [C] . Yuki Tokimaru, Shingo Ito, Kyoko Nozaki 日本化学会春季年会講演予稿集 . 2018

机译：通过1,3-偶极环加成至氨基烯的合成含氮弯曲多环芳烃烃
5. Mechanisms of polycyclic aromatic hydrocarbons carcinogenesis: Synthesis and DNA binding studies of anti- and syn-3,4-dihydrodiol-5,5a-epoxide benzo(ghi);fluoranthene. [D] . Chang, Hui-Fang. 1999

机译：多环芳烃致癌机理：抗-和syn-3,4-二氢二醇-5,5a-环氧苯并（荧）蒽的合成及DNA结合研究。
6. Formation Mechanism of Benzo(a)pyrene: One of the Most Carcinogenic Polycyclic Aromatic Hydrocarbons (PAH) [O] . Edina Reizer, Imre G. Csizmadia, Árpád B. Palotás, 2019

机译：苯并（a）re的形成机理：最具致癌性的多环芳烃（PAH）之一
7. Benzoaacecorannulene: Surprising Formation of a New Bowl-Shaped Aromatic Hydrocarbon from an Attempted Synthesis of 1, 2-Diazadibenzod, mcorannulene [O] . -1

机译：Benzo a aceconulene：来自尝试合成1,2-二氮酶d，m磺酸的新碗状芳烃的令人惊讶的形成
8. Synthesis of Potential Metaboliters in the 1,2,3,4, and 5,6,7,8 Benzo Ring Positions of the Polycyclic Aromatic Hydrocarbon Benzo(G)Chrysene [R] . Utermoehlen, C. M. 1986

机译：在多环芳烃（G）Chrysene的1,2,3,4和5,6,7,8苯并环位置合成潜在的代谢物

Benzo[a]acecorannulene: Surprising formation of a new bowl-shaped aromatic hydrocarbon from an attempted synthesis of 1,2-diazadibenzo[d,m]corannulene

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