- Stabilization of excited state using through-space interaction between independent π-systems mediated by a peri-substituted hydroxy group in 1-arylnaphthalenes: Unexpected blue emission of 1,3,5-tris(peri-hydroxynaphthyl) benzene
-
The control of photoluminescence wavelength is important for the design of emitting materials, and compounds bearing arylaryl bonds are considered to be useful candidates for the synthesis of these materials. However, the biaryl system lacks an efficient
- Nakajima, Hideto,Yasuda, Makoto,Shimizu, Kenji,Toyoshima, Naomi,Tsukahara, Yasunori,Kobayashi, Takao,Nakamura, Shinichiro,Chiba, Kouji,Baba, Akio
-
-
Read Online
- Pd-Catalyzed Cyclization of Alkynyl Norbornene Derivatives for the Synthesis of Benzofused Heteroarenes
-
Modular approaches, which allow a systematic variation of heteroaromatic cores and substituents, are crucial for the development of heteroaromatic drug candidates and organic functional materials. A new strategy involving the cyclization of heteroarenes tethered with alkynes through a norbornene bridge was developed. The precursors were readily prepared by a three-component coupling process of heteroaryl halides, norbornadiene, and terminal alkynes. The Pd catalytic system derived from Pd(OAc)2 and 2-(pyrazol-1-yl)pyridine transformed a variety of five-membered heteroarenes to the corresponding benzofused products, including (di)benzothiophene, indazole, carbazole, indole, and benzofuran, with aryl and alkyl substituents at the C4(C7) position. During the cyclization process, the norbornene ring underwent a retro-Diels-Alder reaction, serving as an acetylene synthon. This approach was used to synthesize naphthalene derivatives from electron-rich arenes, demonstrating its versatility in the annulation of (hetero)aromatic rings. (Figure presented.).
- Kwak, Hayeon,Kang, Eunsu,Song, Jae Yeong,Kang, Geunhee,Joo, Jung Min
-
supporting information
p. 4883 - 4888
(2021/09/09)
-
- Chiral 2-(2-hydroxyaryl)alcohols (HAROLs) with a 1,4-diol scaffold as a new family of ligands and organocatalysts
-
Efficient and modular syntheses of chiral 2-(2-hydroxyaryl)alcohols (HAROLs), novel 1,4-diols carrying one phenolic and one alcohol hydroxyl group, have been developed which led to generation of a small library of structurally diverse HAROLs in enantiomerically pure form. Of the different HAROLs examined, a HAROL based on the indan backbone exhibited the highest activity and enantioselectivity in the 1,2-addition of certain organometallic compounds to aldehydes in the presence of Ti(OiPr)4 (up to 97% y, 88% ee) and performed as a hydrogen-bond donor organocatalyst in the Morita-Baylis-Hillman reaction, promoted by trialkylphosphines.
- Dilek, ?mer,Tezeren, Mustafa A.,Tilki, Tahir,Ertürk, Erkan
-
p. 268 - 286
(2017/12/06)
-