1836-87-9Relevant articles and documents
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Saegusa,T. et al.
, p. 5656 - 5661 (1971)
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Barton,T.J.,Tully,C.R.
, p. 11 - 19 (1979)
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Design and synthesis of extended π-systems: Monomers, oligomers, polymers
Scherf,Mullen
, p. 23 - 38 (1992)
The synthesis of unconventional extended π-systems is described in an attempt to tailor the structures of organic compounds for specific optical and electrical properties. In order to emphasize the role of the π-conjugation and to correlate chemical structure and physical function both one-dimensional arylenevinylenes and two-dimensional ribbon-type molecules are considered. In the synthesis of the former the aryl-olefin coupling according to Heck is of special value, the synthesis of the latter is achieved by repetitive Diels-Alder cycloadditions and by two-step processes in which carefully designed polyaryl precursors are subjected to ring closure. Key ingredients of the present approach are the interplay of synthetic organic chemistry and synthetic macromolecular chemistry and the needs outlined by materials sciences. Thereby, transition from monomers to oligomers and polymers defines new requirements for the selectivity of the synthetic reactions and the tractability of the products.
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Johnson
, p. 282 (1959)
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Pd-Catalyzed Coupling of N-Tosylhydrazones with Benzylic Phosphates: Toward the Synthesis of Di- or Tri-Substituted Alkenes
Zhang, Kena,Provot, Olivier,Alami, Mouad,Tran, Christine,Hamze, Abdallah
, p. 1249 - 1261 (2022/02/07)
This study shows that various di- and tri-substituted alkenes with high chemoselectivity were obtained in good to high yields by coupling N-tosylhydrazones (NTHs) with benzylic phosphates as electrophilic partners. The obtained new catalytic system consis
Manganese catalyzed switchableC-alkylation/alkenylation of fluorenes and indene with alcohols
Mondal, Avijit,Pal, Debjyoti,Sharma, Rahul,Srimani, Dipankar
supporting information, p. 10363 - 10366 (2021/10/12)
The usage of earth-abundant, nontoxic transition metals in place of rare noble metals is a central goal in catalysis. This would be especially interesting when the reactivity and selectivity patterns can be tuned. Herein, we introduced the first Mn-catalyzed selectiveC-alkylation and olefination of fluorene, and indene with alcohols. Various substrates including benzylic, heteroaromatic, and aliphatic primary and secondary alcohols are employed as alkylating agents. Mechanistic investigations and a kinetic study underpin the involvement of the olefinated intermediate to furnish the alkylated product.
Synthesis of 9-Fluorenylidenes via Pd-Catalyzed C-H Vinylation with Vinyl Bromides
Yang, Shuai,Zhang, Yanghui
supporting information, p. 7746 - 7750 (2021/10/12)
A facile and efficient approach for the synthesis of 9-fluorenylidenes has been developed via the palladium-catalyzed cross-coupling of 2-iodobiphenyls and vinyl bromides. The reaction involves the C-H activation of 2-iodobiphenyls and dual C-C bond formations. A range of 9-fluorenylidene derivatives, including diphenyldibenzofulvenes, can be synthesized with the reaction.