text: Synthesis of the upper part of the NanoPutian chain begins with 1,3-dibromo-2,4-diiodobenzene as the starting material. Sonogashira coupling with 4-oxytrimethylsilylbut-1-yne produces 2,5-bis(4-tert-butyldimethylsiloxy-1′-butynyl)-1,4-di-bromobenzene. One of the bromine substituents is converted to an aldehyde through an S2 reaction with the strong base, n-BuLi, and THF in the aprotic polar solvent, DMF to produce 2,5-bis(4-tert-butyldimethylsiloxy-1′-butynyl)-4-bromobenzaldehyde. Another Sonogashira coupling with 3,5-(1′-Pentynyl)-1-ethynylbenzene attaches the lower body of the NanoPutian. The conversion of the aldehyde group to a diether “head” occurs in two steps. The first step involves addition of ethylene glycol and trimethylsilyl chloride (TMSCl) in CHCl solvent. Addition of TBAF in THF solvent removes the silyl protecting group.