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价键异构体
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價鍵異構體(Valence isomer),或稱作價異構體,是結構異構的一種,因分子中的價電子分佈發生了變化,並改變了分子的幾何形狀,故稱作價鍵異構。在有機化學中,特指能經週環反應進行互換的化合物。[1]例如苯的化學式C6H6就不只有目前的模樣,杜瓦苯就是另一種擁有完全相同化學式,但其幾何形狀卻不同的化合物。除了杜克苯,在拓樸學的角度上,(CH)6這一家族還有極多可能的組合。但並非所有可能的組合都實際存在;這是因為環狀化合物的鍵長及鍵角的張力限制了其可能性。
环丁二烯
环丁二烯最简单的[n]-轮烯([4]-轮烯),它也有几种异构体。
- 环丁二烯的價鍵異構體
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Bicyclo-1.1.0-but-1(3)-ene
苯
環辛四烯
除了(CH)6有為數不少的價鍵異構體,(CH)8家族同樣有價鍵異構體。而且與其他異構體的情況一樣,當分子體積增加,可能的異構體的數目亦會相對增加。
- 環辛四烯及其價鍵異構體
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環辛四烯 1,3,5,7-cyclooctatetraene
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桶烯 Bicyclo[2.2.2]octa-2,5,7-triene
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立方烷 Pentacyclo[4.2.0.02,5.03,8.04,7]octane
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楔形烷 Pentacyclo[3.3.0.0 2,4.03,7.06,8]octane
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半瞬烯 (4as,4bs)-2a,2b,4a,4b-Tetrahydrocyclopropa[cd]pentalene
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1,5-dihydropentalene
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2a,2b,4a,4b-Tetrahydrocyclopropa[cd]pentalene
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Tricyclo[4,2,0,02,5]octa-3,7-diene.[9]
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Tetracyclo[3,3,0,02,4,03,6] octa-7-ene.[10]
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Tetracyclo[4,2,0,02,4,03,5] octa-7-ene.[11]
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Pentacyclo[5.1.0.02,4. 03,5.06,8]octane (octabisvalene).[12]
[10]轮烯
[10]轮烯的價鍵異構體

萘
- 萘的價鍵異構體
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2a,4a,6a,6b-tetrahydrocyclopenta[cd]pentalene
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Isotriquinacene 4,4a,6a,6b-tetrahydro-Cyclopenta[cd]pentalene
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1,3-dicyclopentylcyclopentane
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1-Cyclodecene-3,9-diyne
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1,1'-Bi(cyclopentane)-1,2',3,4'-tetraene
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1-phenyl-bicyclo[1.1.0]butane
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3-phenylcyclobutene
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(5E,7Z)-1,3,5,7,9-Cyclodecapentaene
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(1β,2α,3β,6β,7α,8β)-Tetracyclo[6.2.0.02,7.03,6]deca-4,9-diene
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1,3,4,5-Tetrahydrocycloprop[f]indene
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1,1a,6,6a-tetrahydro-Cycloprop[a]indene
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1,4-Cyclo-1,4,4a,8a-tetrahydronaphthalene
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Tricyclo[6.2.0.03,6]deca-1,3(6),7-triene
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2,5-dimethoxythiophene
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Tricyclo[5.3.0.02,8]deca-3,5-diene
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4,7-dihydro-4,7-Methano-2H-indene
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3a,4,5,7a-tetrahydro-1,4,5-Metheno-1H-indene
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Snoutene 2,2a,2b,3,5a,5b-hexahydro-1,2,3-metheno-1H-cycloprop[cd]indene
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Lumibullvalene 1,3a,4,6a-tetrahydro-1,4-Ethenopentalene
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Bicyclo[4.2.2]deca-2,4,7,9-tetrene
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2a,2b-Ethano-4a,4b-dihydrocyclopropa[cd]pentalene
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Hypostrophene Tetracyclo[5.3.0.02,6.03,10]deca-4,8-diene
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Octahydro-3-methylene-1,2-Methanodicyclopropa(cd,gh)pentalene
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Basketene Pentacyclo[4.4.0.02,5.03,8.04,7]dec-9-ene
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Pentacyclo[5.3.0.02,5.03,9.04,8]decane-2-ene
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Pentaprismane Hexacyclo[4.4.0.02,5.03,9.04,8.07,10]decane
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Diademane Octahydro-1,2,3-metheno-1H-dicycloprop[cd,hi]indene
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瞬烯 Tricyclo[3.3.2.02,8]deca-3,6,9-triene
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2,3-dihydro-1,3-methano-1h-indene
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Bicyclo[4.3.1]deca-2,4,6,8-tetraene
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4,7-Methano-4,7-dihydro-1H-indene
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Tricyclo[4.2.2.02,5]deca-3,7,9-triene
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Bicyclo[4.2.2]deca-2,4,7,9-tetraene
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Hexacyclo[6.2.0.01,9.02,4.03,5.07,9]decane
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2a,2b,6a,6b-Tetrahydrocyclopropa[cd]azulene
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(2S,3S,6S,7S)-Pentacyclo[4.4.0.02,5.03,8.04,7]dec-9-ene
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(1R,5R,6S,7S,8R,10S)-Hexacyclo[6.2.0.02,4.02,10.03,6.05,7]decane
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參考文獻
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