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This research investigates the reliability of Large Language Models in formalizing legal statutes, revealing that structural similarity between AI-generated rules does not guarantee consistent behavioral outcomes. By using SAT solvers to identify edge cases where different model interpretations diverge, the study highlights critical risks in deploying automated legal reasoning without rigorous verification. The findings underscore the necessity for human-in-the-loop oversight when integrating frontier models into high-stakes regulatory frameworks.
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By Their Fruits You Will Know Them: Comparing Formalizations of Law by the Decisions They Encode

arXiv2 min read

arXiv:2605.25186v2 Announce Type: replace-cross Abstract: Formalizing legal provisions promises machine-accessible law and automated legal reasoning, and recent LLMs make it tempting to generate such formalizations directly from statutory text. However, any formalization makes implicit interpretive choices whose consequences are hard to anticipate, especially if an LLM is the author. We present a method for systematically comparing different formalizations of the same legal provision by their inferences on individual cases. Given multiple formalizations of a provision, we match them at the node level, derive a shared interface for each pair from the matching, and use a SAT solver to enumerate the edge cases on which any two formalizations disagree. Selected edge cases are then verbalized into concrete factual scenarios that a legal expert can examine and act on. We apply our method to formalizations of ten EU provisions generated by nine frontier LLMs. We find that behavioral divergence between formalizations is essentially uncorrelated with their structural agreement and that the verbalized cases reveal qualitatively distinct types of disagreement, including divergences that mirror genuine controversies in the legal commentary.

Abstract:Formalizing legal provisions promises machine-accessible law and automated legal reasoning, and recent LLMs make it tempting to generate such formalizations directly from statutory text. However, any formalization makes implicit interpretive choices whose consequences are hard to anticipate, especially if an LLM is the author. We present a method for systematically comparing different formalizations of the same legal provision by their inferences on individual cases. Given multiple formalizations of a provision, we match them at the node level, derive a shared interface for each pair from the matching, and use a SAT solver to enumerate the edge cases on which any two formalizations disagree. Selected edge cases are then verbalized into concrete factual scenarios that a legal expert can examine and act on. We apply our method to formalizations of ten EU provisions generated by nine frontier LLMs. We find that behavioral divergence between formalizations is essentially uncorrelated with their structural agreement and that the verbalized cases reveal qualitatively distinct types of disagreement, including divergences that mirror genuine controversies in the legal commentary.

Computation and Language (cs.CL); Artificial Intelligence (cs.AI)

I.2.7; I.2.4; I.2.3

arXiv:2605.25186 [cs.CL]

(or arXiv:2605.25186v2 [cs.CL] for this version)

https://doi.org/10.48550/arXiv.2605.25186 Focus to learn more arXiv-issued DOI via DataCite

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Full text under the publisher's open licence · 271 words

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