- Influence of Extended Conjugation on Photophysical/Electronic Properties and Photoelimination of BN-Heterocycles
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A 1,1-hydroboration reaction was used successfully to create brominated BN-heterocyclic compounds, which are amenable to Stille coupling reactions for the construction of new BN-heterocyclic compounds, including a new polymeric BN-heterocycle that has an extended π-conjugated backbone. The conjugated backbone of the new BN-heterocycles was found to have a great influence on the photophysical and electronic properties of this class of compounds. In addition, the photoelimination reactivity of the new BN-heterocycles was also found to be greatly dependent on the extent of the conjugated backbone. Several new 1,2,4-triazole-fused boranaphthalenes have been obtained successfully via photoelimination.
- Shi, Yong-Gang,Wang, Xiang,Wang, Nan,Peng, Tai,Wang, Suning
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- 1,1-Hydroboration of Fused Azole-Isoindole Analogues as an Approach for Construction of B,N-Heterocycles and Azole-Fused B,N-Naphthalenes
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Three isoelectronic analogues of pyrido[2,1-a]isoindole have been found to undergo a facile 1,1-hydroboration with HBMes2 borane, which provides a new and convenient method for the synthesis of B,N-heterocycles 1a-3a in high yields. Compounds 1a-3a can undergo photoelimination upon irradiation at 300 nm, generating heterocycle-fused B,N-naphthalene molecules 1b-3b, which display distinct yellow-green and blue fluorescent colors, respectively. Compound 1a undergoes thermal elimination, producing 1b at 280°C, while compound 2a only undergoes partial elimination, forming 2b at 320°C. Compound 3a is thermally stable up to 320°C.
- Shi, Yong-Gang,Yang, Deng-Tao,Mellerup, Soren K.,Wang, Nan,Peng, Tai,Wang, Suning
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supporting information
p. 1626 - 1629
(2016/04/26)
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- Triazolo isoindole derivatives
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New s-triazolo[5,1-a]isoindole derivatives of following formula I STR1 wherein R is selected from hydrogen, amino, lower alkyl amino, di-lower alkyl amino, acylamino, diacylamino, benzoylamino, ureido, thioureido, carbethoxythioureido, benzoylthioureido,
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