For non of the targets listed below the given smirks (rule 4298) is reacting. And I can't see why it should not.
String smirks_rule4298 = "[#6:11]@-[c:2]1[c;R1:4][c;R1:5][c:6](-[#8:8]([H]))[c:7](-[#8:1]([H]))[c:3]1@-[#6:12]>>[#6:12]-[#6:3](=O)-[#6:2](\\[#6:11])=[#6:4]/[#6:5]=[#6:6](/[#8:8]([H]))-[#6:7](-[O-])=[O:1]";
String onceAromatic = "Oc1ccc2CCCCc2c1O";
String expectedProduct = "O\\C(=C\\C=C1\\CCCCC1=O)C([O-])=O";
String twiceAromatic = "Oc1ccc2ccccc2c1O";
expectedProduct = "O\\C(=C\\C=C1\\C=CC=CC1=O)C([O-])=O";
String smiles_u140722 = "OCc1cc(O)c(O)c2cccc(C([O-])=O)c12";
expectedProduct = "C1=CC(=O)\\C(=C(/C=C(\\C(=O)[O-])/O)\\CO)\\C(=C1)C(=O)[O-]";