The purpose of this study is to expand the testing ground of the Interface Hypothesis (Sorace, 2006) by investigating the degree to which second language (L2) learners of Bulgarian with English as their first language (L1) had acquired the pragmatic function of clitic doubling as a topicality marker. Advanced and intermediate L2 speakers of Bulgarian, as well as a control group of Bulgarian native speakers, participated in the experiment. The experimental materials included a proficiency test and a pragmatic felicity task. The results showed that the intermediate participants did not differentiate between the felicitous and the infelicitous options in the pragmatic felicity task in a target-like manner as their responses either did not exhibit a statistically significant difference or favored the response closest to the L1. However, the advanced L2 learners had successfully acquired the pragmatic meaning of clitic doubling in Bulgarian and performed in a native-like manner. The study highlights the fact that successful learning at the syntax–discourse interface cannot be excluded, and more research – exploring as many interface conditions as possible – needs to be carried out in order to validate the Interface Hypothesis as a legitimate constraint that permanently hinders native-like performance.

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The primary objective of this dissertation is to expand the testing ground of the Interface Hypothesis, which states that interface properties involving the syntax and other cognitive domains (such as discourse) may trigger residual optionality effects at the endstate. The target of investigation were Bulgarian object clitics whose syntactic and discursive properties provide a good testing ground for theoretical approaches to second language acquisition. Ten advanced and 14 intermediate L2 speakers of Bulgarian, as well as a control group of Bulgarian native speakers, participated in the study. The test materials included a proficiency test, a grammaticality judgment task to check syntactic knowledge of clitics, and a pragmatic felicity task. The latter was aimed at investigating the degree to which L2 learners of Bulgarian, with English as their L1, had acquired a syntax-discourse interface property of Bulgarian, namely the pragmatic function of clitic doubling. In Bulgarian, clitic doubling serves as an overt marker of topicality and 'undoubled' object topics are deemed infelicitous. The results of the experiments in this dissertation present a challenge to some theoretical approaches to second language acquisition, namely the Interpretability Hypothesis and the Interface Hypothesis. The results showed that the intermediate participants did not differentiate between the felicitous and the infelicitous options in the pragmatic felicity task in a target-like manner as their responses either did not exhibit statistically significant difference or favored the response closest to the L1. However, the advanced L2 learners of Bulgarian had successfully acquired the syntax of clitics as well as the pragmatic meaning of clitic doubling in Bulgarian. They displayed target-like convergence with respect to the syntactic properties of Bulgarian object clitics and distinguished between the felicitous and the infelicitous options in the pragmatic task in a native-like manner.

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