Total syntheses of the meta,meta-bridged biphenyls (±)-myricanol and myricanone, and of an isomeric biphenyl ether, a 14-oxa[7,1]metaparacyclophane was written by Whiting, Donald A.;Wood, Andrew F.. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1980.Computed Properties of C8H7IO2 This article mentions the following:
Intramol. reductive coupling with (Ph3P)4Ni of the bisiodides I (R = R3 = iodo, R1 = H, R2 = OAc; R = R3 = iodo, R1R2 = O), derived from the phenols I (R = R1 = R3 = H, R2 = OH; R = R3 = H, R1R2 = O) gave the meta,meta-bridged biphenyls myricanone (II; R = R1 = H, R2 = OH) and (±)-myricanol (II; R = R1 = H, R2 = OH), resp., in low yields. The bridged biphenyls II (R = Me, R1R2 = O; R = Me, R1 = H, R2 = OH) were similarly prepared Irradiation at 254 nm of the bromides I (R = Br, R1 = R3 = H, R2 = OAc; R = Br, R1R2 = O, R3 = H) also induced aryl-aryl coupling to form the bridged biphenyls II (R = PhCH2, R1 = H, R2 = OH; R = PhCH2, R1R2 = O), resp. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Computed Properties of C8H7IO2).
3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Computed Properties of C8H7IO2
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com