53356-93-7Relevant academic research and scientific papers
Oxygen as a Crucial Comonomer in Alkyne-Based Polymerization toward Functional Poly(tetrasubstituted furan)s
Song, Bo,Hu, Kun,Qin, Anjun,Tang, Ben Zhong
, p. 7013 - 7018 (2018/09/12)
Oxygen (O2), one of the most essential gases, is abundant, cheap, nontoxic, and environmentally friendly. However, O2 has not been used as a monomer to synthesize polymers yet, probably because of the difficulty in chain growth. In this paper, we develop a new alkyne-based polymerization in which O2 serves as a comonomer under mild reaction conditions. Functionalized diynes could react with O2 in the presence of Pd(OAc)2/ZnCl2 in N,N-dimethylacetamide (DMAc) and perfluorodecalin under atmospheric oxygen. Soluble poly(tetrasubstituted furan)s with high weight-average molecular weights (Mw up to 14 900) were obtained in high yields (up to 86%). The ratio of isomeric repeating units of P1(m) can be identified by analyzing the components of model reaction products. Moreover, P1(6) could function as a fluorescent sensor for explosive detection with superamplification quenching effect. P2-P5 with conjugated structures possess large two-photon absorption cross sections up to 1570 GM, showing great potential as two-photon absorption materials. Thus, this work not only establishes a powerful O2-involved alkyne-based polymerization but also provides poly(tetrasubstituted furan)s with versatile properties, which are potentially applicable in optoelectronic and biological fields.
Silver-Catalyzed Coupling of Two Csp3-H Groups and One-Pot Synthesis of Tetrasubstituted Furans, Thiophenes, and Pyrroles
Mao, Shuai,Zhu, Xue-Qing,Gao, Ya-Ru,Guo, Dong-Dong,Wang, Yong-Qiang
supporting information, p. 11335 - 11339 (2015/08/03)
Silver-catalyzed coupling of two Csp3-H groups to form 1,4-diketones have been developed for the first time. The resultant ketones then undergo cyclization to synthesize tetrasubstituted furans, thiophenes, and pyrroles from benzyl ketone derivatives in a one-pot reaction process. This highly-efficient synthetic method, which utilizes air as the terminal oxidant and readily accessible starting materials, displays a wide substrate scope and broad functional-group tolerance.
Copper(II)-promoted C-C bond formation by oxidative coupling of two C(sp3)-H bonds adjacent to carbonyl group to construct 1,4-diketones and tetrasubstituted furans
Mao, Shuai,Gao, Ya-Ru,Zhang, Shao-Liang,Guo, Dong-Dong,Wang, Yong-Qiang
, p. 876 - 885 (2015/01/30)
The copper(II)-promoted C-C bond formation from the coupling of two C(sp3)-H bonds that are adjacent to a carbonyl group was achieved. This protocol offers a simple and efficient approach to 2,3-disubstituted 1,4-diketones and tetrasubstituted furans. This method features a wide substrate scope and high functional group tolerance.
