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EMNLP Findings2023

The language of prompting: What linguistic properties make a prompt successful?

Alina Leidinger, Robert van Rooij, Ekaterina Shutova

Abstract

The latest generation of LLMs can be prompted to achieve impressive zero-shot or few-shot performance in many NLP tasks. However, since performance is highly sensitive to the choice of prompts, considerable effort has been devoted to crowd-sourcing prompts or designing methods for prompt optimisation. Yet, we still lack a systematic understanding of how linguistic properties of prompts correlate with task performance. In this work, we investigate how LLMs of different sizes, pre-trained and instruction-tuned, perform on prompts that are semantically equivalent, but vary in linguistic structure. We investigate both grammatical properties such as mood, tense, aspect and modality, as well as lexico-semantic variation through the use of synonyms. Our findings contradict the common assumption that LLMs achieve optimal performance on lower perplexity prompts that reflect language use in pretraining or instruction-tuning data. Prompts transfer poorly between datasets or models, and performance cannot generally be explained by perplexity, word frequency, ambiguity or prompt length. Based on our results, we put forward a proposal for a more robust and comprehensive evaluation standard for prompting research 1 .

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Cited by top-tier papers9

  1. PrExMe! Large Scale Prompt Exploration of Open Source LLMs for Machine Translation and Summarization EvaluationChristoph Leiter, Steffen EgerEMNLP 2024 · 5 citations
  2. Computer Science Achievement and Writing Skills Predict Vibe Coding ProficiencySverrir Thorgeirsson, Theo B. Weidmann, Zhendong SuCHI 2026 · 4 citations
  3. Leveraging Machine-Generated Rationales to Facilitate Social Meaning Detection in ConversationsRitam Dutt, Zhen Wu, Jiaxin Shi, Divyanshu Sheth et al.ACL 2024 · 2 citations
  4. Investigating Value-Reasoning Reliability in Small Large Language ModelsXia Du, Shuhan Sun, Pengyuan Liu, Dong YuEMNLP 2025 · 2 citations
  5. Choices Speak Louder than QuestionsGyeongje Cho, Yeonkyoung So, Jaejin LeeICLR 2026 · 2 citations

Builds on20

  1. Language Models are Few-Shot LearnersTom B. Brown, Benjamin Mann, Nick Ryder, Melanie Subbiah et al.NeurIPS 2020 · 64,255 citations
  2. Large Language Models are Zero-Shot ReasonersTakeshi Kojima, Shixiang Shane Gu, Machel Reid, Yutaka Matsuo et al.NeurIPS 2022 · 8,168 citations
  3. Finetuned Language Models are Zero-Shot LearnersJason Wei, Maarten Bosma, Vincent Y. Zhao, Kelvin Guu et al.ICLR 2022 · 4,966 citations
  4. Multitask Prompted Training Enables Zero-Shot Task GeneralizationVictor Sanh, Albert Webson, Colin Raffel, Stephen H. Bach et al.ICLR 2022 · 1,976 citations
  5. Calibrate Before Use: Improving Few-shot Performance of Language ModelsZihao Zhao, Eric Wallace, Shi Feng, Dan Klein et al.ICML 2021 · 1,843 citations

Related papers

  1. Demystifying Prompts in Language Models via Perplexity EstimationHila Gonen, Srini Iyer, Terra Blevins, Noah A. Smith et al.EMNLP Findings 2023 · 109 citations
  2. Quantifying Language Models' Sensitivity to Spurious Features in Prompt Design or: How I learned to start worrying about prompt formattingMelanie Sclar, Yejin Choi, Yulia Tsvetkov, Alane SuhrICLR 2024 · 682 citations
  3. Evaluating the Zero-shot Robustness of Instruction-tuned Language ModelsJiuding Sun, Chantal Shaib, Byron C. WallaceICLR 2024 · 75 citations
  4. S2LPP: Small-to-Large Prompt Prediction across LLMsLiang Cheng, Tianyi Li, Zhaowei Wang, Mark SteedmanEMNLP Findings 2025 · 1 citation
  5. Shared Lexical Task Representations Explain Behavioral Variability In LLMsZhuonan Yang, Jacob Xiaochen Li, Francisco Velez, Eric Todd et al.ICML 2026
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