A well-known theorem of Fillmore says that if is a non-scalar matrix over a field and are such that , then is -similar to a matrix with diagonal . Building on work of Borobia, Tan extended this by proving that if is a unique factorisation domain with field of fractions and is non-scalar, then is -similar to a matrix in with diagonal . We note that Tan’s argument actually works when is any integrally closed domain and show that the result cannot be generalised further by giving an example of a matrix over a non-integrally closed domain for which the result fails. Moreover, Tan gave a necessary condition for to be -similar to a matrix with diagonal . We show that when is a PID and , Tan’s condition is also sufficient.

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