The Communication Bottleneck: A Round-Trip Study of Tree-Structured Expression Serialization in Language Models

When language models reason in chain-of-thought or exchange free-text intermediates, they serialize structured information into natural language. How much tree-structured compositional content survives this bottleneck? We propose a round-trip protocol that answers this question empirically for tree-structured expressions. A generator converts a procedurally generated arithmetic expression into a word problem, a separate extractor recovers the expression from the word problem alone, and symbolic equivalence provides an exact oracle. Evaluating all pairwise combinations of sixteen models yields…