176096-92-7Relevant academic research and scientific papers
Lewis acid catalysed M-ene, H-ene, and cycloaddition reactions of allylic stannanes and silanes with methyl propiolate
Dang, Hai-Shan,Davies, Alwyn G.
, p. 67 - 72 (1998)
The products of the reaction of methyl propiolate with cyclohexene and some allyl and cyclohex-2-enyl silanes and stannanes (H-ene and M-ene adducts, and [2+2] and [3+2] cycloadducts) have been determined, and rationlised in terms of the probable reaction mechanism. The allylstannanes show only the M-ene reactions to give a mixture of the E- and Z-adducts, and it has been confirmed that the reaction of allylsilanes can give both the [2+2] (cyclobutene) and [3+2] (cyclopentene) cycloadducts, which has been a matter of some dispute.
A bicyclo[4.2.0]octene-derived monomer provides completely linear alternating copolymers via alternating ring-opening metathesis polymerization (AROMP)
Tan, Li,Parker, Kathlyn A.,Sampson, Nicole S.
, p. 6572 - 6579 (2015/02/19)
Strained bicyclic carbomethoxy olefins were utilized as substrates in alternating ring-opening metathesis polymerization and found to provide low-dispersity polymers with novel backbones. The polymerization of methyl bicyclo[4.2.0]oct-7-ene-7-carboxylate with cyclohexene in the presence of the fast-initiating Grubbs catalyst (H2IMes)(3-Br-Pyr)2Cl2Ru = CHPh leads to a completely linear as well as alternating copolymer, as demonstrated by NMR spectroscopy, isotopic labeling, and gel permeation chromatography. In contrast, intramolecular chain-transfer reactions were observed with [5.2.0] and [3.2.0] bicyclic carbomethoxy olefins, although to a lesser extent than with the previously reported monocyclic cyclobutenecarboxylic ester monomers [Song, A.; Parker, K. A.; Sampson, N. S. J. Am. Chem. Soc. 2009, 131, 3444]. Inclusion of cyclohexyl rings fused to the copolymer backbone minimizes intramolecular chain-transfer reactions and provides a framework for creating alternating functionality in a one-step polymerization.
