- Synthesis of Biphenylenes and Their π-Extended Derivatives
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A series of biphenylenes and their π-extended derivatives are easily prepared through tert -butyllithium-mediated cyclization of suitable halobiaryls and haloteraryls, respectively. The reactions proceed via the corresponding arynyl intermediates at low temperature (up to -20 °C).
- Pan, Ming-Lun,Wu, Yao-Ting
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- Synthesis of Biphenylenes and Their Higher Homologues by Cyclization of Aryne Derivatives
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This investigation demonstrates that a series of biphenylenes can be easily prepared from their corresponding halobiphenyls by the cyclization of in situ generated 2′,3′-didehydro-2-lithiobiphenyls at low temperature. Two remarkable advantages of this synthetic method include 1) the lack of any need for transition-metal catalysts or reagents in the cyclization, and 2) the ability to obtain C1-functionalized products by treating the reaction intermediate 1-lithiobiphenylene with an electrophilic reagent. π-Extended derivatives, such as benzobiphenylenes, dibenzobiphenylene, linear/angular [3]phenylenes, and biphenyleno[2,3-b]biphenylenes, were synthesized similarly using suitable biaryls or teraryls.
- Wang, Sheng-Li,Pan, Ming-Lun,Su, Wei-Siang,Wu, Yao-Ting
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p. 14694 - 14697
(2017/10/23)
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