Head McCullough method

SCHEME 9.1 The McCullough method for the regioregular synthesis of poly(3-alkylthiophene) (P3AT) with 100% head-to-tail couplings. 

Regioregular, head-to-tail poly(3[/3-(p-methoxyphen-oxy)hexyl]thiophene [125] has been recently prepared using the McCullough method. NMR analysis shows... 

Regioregular, head-to-tail coupled PATs 1.3.1.4.1 The McCullough method... 

R.S. Loewe, S.M. Khersonsky, and R.D. McCullough, A simple method to prepare head-to-tail coupled, regioregular poly(3-alkylthiophenes) using Grignard metathesis, Adv. Mater., 11 250-253, 1999. 

R.S. Loewe, P.C. Ewbank, J. Liu, L. Zhai, and R.D. McCullough, Regioregular, head-to-tail coupled poly(3-alkylthiophenes) made easy but the GRIM method investigation of the reaction and the origin of regioselectivity, Macromolecules, 34 4324-4333, 2001. 

PATs XVIII have received attention due to their solubility in organic solvents induced by hydrocarbon side-chains, as the first works in 1986 [213-215]. Polymerization of 3-substituted thiophenes may result in three different configurations, that is, head-to-tail (HT), head-to-head (HH), and tail-to-tail (TT) (Fig. 9.23. Different synthetic methods have been carried out that have been extensively reviewed in particular by Roncali [204] and McCullough [205]. 

R. S. Loewe, S. M. Khersonsky, R. D. McCullough, A Simple Method to Prepare Head-to-Tail Coupled, Regioregulcu Poly(3-Alkylthiophenes) Using Grignard Metathesis. Adv. Mater. 1999,11,250-253. 

---