Scheme 1. Synthetic Route to BIPM and PIP Derivatives.

Reagents: (a) di-tert-butyl dicarbonate, N,N-dimethylpyridine-4-amine, Et₃N, THF; (b) CH₃I, NaH, DMF; (c) CH₃CH₂I, NaH, DMF; (d) CH₃CH₂CH₂I, NaH, DMF; (e) 2,5-dibromoaniline, CuI, Cs₂CO₃, 1,10-phenanthroline, xylene; (f) 2,5-dibromopyridine-3-amine, CuI, Cs₂CO₃, 1,10-phenanthroline, xylene; (g) bis(tributyltin), Pd(PPh₃)₄, dioxane, Et₃N; (h) I₂, CHCl₃, (i) TFA, CH₂Cl₂.