A functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer and a polymerization terminator of formula I where X is Cl, Br, or I; m is an integer from 0 to 2; n is an integer from 1 to 3, with the proviso that n + m = 3; R 1 and R 2 are independently selected to be a C1 to C18 alkyl, aryl, or a combination thereof, or R 1 and R 2 are independently selected to be -SiR 3 where R is independently selected to be an alkyl, aryl, alkoxy, or disubstituted amino, or R 1 and R 2 taken together with their common nitrogen atom and optionally a sulfur or oxygen heteroatom form a five to eight membered ring; R 3 is hydrogen, or a C1 to C18 alkyl, aryl, or a combination thereof, or R 3 is - SiR 3 where R is independently selected to be alkyl, aryl, alkoxy, or disubstituted amino, or R 3 is -R 6 -R 7, where R 6 is a C1 to C3 alkanediyl and R 7 is selected from the following structures: -S-Z, -N(R 8)(R 9), -O, or Si(OR 10) 3, where R 8 and R 9 are independently selected to be a C1 to C18 alkyl, aryl, or a combination thereof, Y and Z are independently selected from the group consisting of methoxymethyl, tetrahydropyranyl, tetrahydrothiopyranyl, tetrahydrofuranyl, tert-butyl, allyl, 1-ethoxyethyl, benzyl, triphenylmethyl, triethylsilyl, triisopropylsilyl, trimethylsilyl, tert-butyl dimethyl silyl, tert-butyl diphenyl silyl, and isopropyldimethylsilyl, and R 10 is independently selected to a C1 to C4 alkyl; or, when m = 1, the polymerization terminator may have the formula II where R 4 and R 5 are independently selected to be a C1 to C18 alkyl, aryl, or a combination thereof, or R 4 and R 5 are independently selected to be -SiR 3 where R is independently selected to be an alkyl, aryl, alkoxy, or disubstituted amino, X and R 3 are as defined previously, and k is an integer from 0 to 10. where X is Cl, Br, or I; m is an integer from 0 to 2; n is an integer from 1 to 3, with the proviso that n + m = 3; R 1 and R 2 are independently selected to be a C1 to C18 alkyl, aryl, or a combination thereof, or R 1 and R 2 are independently selected to be -SiR 3 where R is independently selected to be an alkyl, aryl, alkoxy, or disubstituted amino, or R 1 and R 2 taken together with their common nitrogen atom and optionally a sulfur or oxygen heteroatom form a five to eight membered ring; R 3 is hydrogen, or a C1 to C18 alkyl, aryl, or a combination thereof, or R 3 is - SiR 3 where R is independently selected to be alkyl, aryl, alkoxy, or disubstituted amino, or R 3 is -R 6 -R 7, where R 6 is a C1 to C3 alkanediyl and R 7 is selected from the following structures: -S-Z, -N(R 8)(R 9), -O, or Si(OR 10) 3, where R 8 and R 9 are independently selected to be a C1 to C18 alkyl, aryl, or a combination thereof, Y and Z are independently selected from the group consisting of methoxymethyl, tetrahydropyranyl, tetrahydrothiopyranyl, tetrahydrofuranyl, tert-butyl, allyl, 1-ethoxyethyl, benzyl, triphenylmethyl, triethylsilyl, triisopropylsilyl, trimethylsilyl, tert-butyl dimethyl silyl, tert-butyl diphenyl silyl, and isopropyldimethylsilyl, and R 10 is independently selected to a C1 to C4 alkyl; or, when m = 1, the polymerization terminator may have the formula II where R 4 and R 5 are independently selected to be a C1 to C18 alkyl, aryl, or a combination thereof, or R 4 and R 5 are independently selected to be -SiR 3 where R is independently selected to be an alkyl, aryl, alkoxy, or disubstituted amino, X and R 3 are as defined previously, and k is an integer from 0 to 10.