20199-30-8Relevant academic research and scientific papers
Synthesis, Characterization, and Functionalization of 1-Boraphenalenes
Kahan, Rachel J.,Crossley, Daniel L.,Cid, Jessica,Radcliffe, James E.,Ingleson, Michael J.
supporting information, p. 8084 - 8088 (2018/06/29)
1-Boraphenalenes have been synthesized by reaction of BBr3 with 1-(aryl-ethynyl)naphthalenes, 1-ethynylnaphthalene, and 1-(pent-1-yn-1-yl)naphthalene and they can be selectively functionalized at boron or carbon to form bench-stable products. A
Copper Catalysis for Selective Heterocoupling of Terminal Alkynes
Su, Lebin,Dong, Jianyu,Liu, Long,Sun, Mengli,Qiu, Renhua,Zhou, Yongbo,Yin, Shuang-Feng
supporting information, p. 12348 - 12351 (2016/10/07)
A Cu-catalyzed selective aerobic heterocoupling of terminal alkynes is disclosed, which enables the synthesis of a broad range of unsymmetrical 1,3-diynes in good to excellent yields. The results disprove the long-held belief that homocouplings are exclusively favored in the Glaser-Hay reaction.
Synthesis, characterization, and modeling of naphthyl-terminated sp carbon chains: Dinaphthylpolyynes
Cataldo, Franco,Ravagnan, Luca,Cinquanta, Eugenio,Castelli, Ivano Eligio,Manini, Nicola,Onida, Giovanni,Milani, Paolo
experimental part, p. 14834 - 14841 (2011/03/17)
We report a combined study on the synthesis, spectroscopic characterization, and theoretical modeling of a series of α,ω- dinaphthylpolyynes. We synthesized this family of naphthyl-terminated sp carbon chains by reacting diiodoacetylene and 1-ethynylnaphthalene under the Cadiot-Chodkiewicz reaction conditions. By means of liquid chromatography (HPLC), we separated the products and recorded their electronic absorption spectra, which enabled us to identify the complete series of dinaphthylpolyynes Ar-C2n-Ar (with Ar = naphthyl group and n = number of acetilenic units) with n ranging from 2 to 6. The longest wavelength transition (LWT) in the electronic spectra of the dinaphthylpolyynes red shifts linearly with n away from the LWT of the bare termination. This result is also supported by DFT-LDA simulations. Finally, we probed the stability of the dinaphthylpolyynes in a solid-state precipitate by Fourier-transform infrared spectroscopy and by differential scanning calorimetry (DSC).
