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Abstract
AbstractNovel chiral methylpropargyl esters bearing azobenzene groups, namely, 4‐[4′‐(benzyloxy)phenylazophenyl]‐ carbonyl‐(S)‐1‐methylpropargyl ester (e), 4‐[4′‐(n‐butyloxy)phenylazophenyl]carbonyl‐(S)‐1‐methylpropargyl ester (f), 4‐[4′‐(n‐hexyloxy)phenylazophenyl]carbonyl‐(S)‐1‐methylpropargyl ester (g), and 4‐[4′‐(n‐octyloxy)phenylazo‐ phenyl]carbonyl‐(S)‐1‐methylpropargyl ester (h) were synthesized and polymerized with Rh+(nbd)[η6‐C6H5B−‐ (C6H5)3] (nbd=norbornadiene) catalyst to give the corresponding polymers with moderate molecular weights (Mn=8.4×103–15.7×103) in good yields (76%? –?91%). The structures of polymers were illustrated by IR and NMR spectroscopies. Polymers were soluble in comment organic solvents including toluene, CHCl3 CH2Cl2, THF, and DMSO, while insoluble in diethyl ether, n‐hexane and methanol. Large optical rotations of polymer solutions demonstrated that all the polymers take a helical structure with a predominantly one‐handed screw sense in organic solvents.
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