Do Large Language Models Capture the Diversity in their Training Data?

Large language models are trained to model conditional distributions over text, yet it remains inadequately understood whether they capture the full diversity of plausible outputs present in their training data. We study this question through an information-theoretic lens by comparing the conditional entropy of model-generated outputs with that of the corresponding training data. Given paired input-output samples, we use conditional entropy and its matrix-based analogue based on von Neumann entropy to measure output variability beyond what is explained by the conditioning input, without requiring multiple reference outputs for the same prompt. Across LLM families with publicly available training data, including OLMo, Pythia, and GPT-Neo, we consistently find that model-generated outputs exhibit lower conditional entropy than their training data, across different model scales, sequence lengths, and decoding strategies. We observe a similar conditional diversity gap beyond language modeling, including class-conditioned ImageNet generators and text-conditioned models trained on MS-COCO. To address this gap, we propose a post-hoc correction mechanism that generates multiple outputs for each input and reweights them through a matrix-entropy projection, increasing conditional diversity while remaining close to the original model distribution. We prove the concavity of the matrix-based conditional entropy functional, which makes the resulting entropy-constrained projection a convex optimization problem, and develop a scalable mirror-descent algorithm for its implementation. Our results reveal a systematic conditional diversity gap between modern generative models and their training data, and provide an information-theoretic framework for measuring and mitigating this gap.

Language Diffusion Models are Associative Memories Capable of Retrieving Unseen Data

When do language diffusion models memorize their training data, and how to quantitatively assess their true generative regime? We address these questions by showing that Uniform-based Discrete Diffusion Models (UDDMs) fundamentally behave as Associative Memories (AMs) $\textit{with emergent creative capabilities}$. The core idea of an AM is to reliably recover stored data points as $\textit{memories}$ by establishing distinct basins of attraction around them. Historically, models like Hopfield networks use an explicit energy function to guarantee these stable attractors. We broaden this perspective by leveraging the observation that energy is not strictly necessary, as basins of attraction can also be formed via conditional likelihood maximization. By evaluating token recovery of $\textit{training}$ and $\textit{test}$ examples, we identify in UDDMs a sharp memorization-to-generalization transition governed by the size of the training dataset: as it increases, basins around training examples shrink and basins around unseen test examples expand, until both later converge to the same level. Crucially, we can detect this transition using only the conditional entropy of predicted token sequences: memorization is characterized by vanishing conditional entropy, while in the generalization regime the conditional entropy of most tokens remains finite. Thus, conditional entropy offers a practical probe for the memorization-to-generalization transition in deployed models.