Files
langchain/libs
rbuchmayer-pplx 1be54cc0e1 fix(perplexity): serialize ToolMessage and AIMessage.tool_calls (#37911)
Fixes #37912

`ChatPerplexity._convert_message_to_dict` raises `TypeError` on
`ToolMessage` and drops `AIMessage.tool_calls`, which breaks
tool-message round-trips through `ChatPerplexity` — a client-side
tool-calling loop, or a shared message history across providers via
`RunnableWithFallbacks`.

Repro:

```python
from langchain_perplexity import ChatPerplexity
from langchain_core.messages import ToolMessage

ChatPerplexity(model="sonar")._convert_message_to_dict(
    ToolMessage(content="result", tool_call_id="call_1")
)
# TypeError: Got unknown type content='result' tool_call_id='call_1'
```

An `AIMessage` carrying `tool_calls` also serializes to `{"role":
"assistant", "content": ...}` with the `tool_calls` silently dropped.

This brings the converter to parity with `langchain-openai`: serialize
`tool_calls` / `invalid_tool_calls`, send `content` as `null` when
tool_calls are present, and add a `tool`-role branch for `ToolMessage`.

How I verified: added unit tests for the `ToolMessage` and
`AIMessage.tool_calls` / `invalid_tool_calls` cases; the perplexity
package unit tests, lint, and format all pass.

Scope: translating these to the Responses (Agent) API's `function_call`
/ `function_call_output` input items is a separate follow-up; this PR is
the Chat Completions serialization parity fix.

---------

Co-authored-by: Claude Opus 4.8 <noreply@anthropic.com>
Co-authored-by: Mason Daugherty <mason@langchain.dev>
Co-authored-by: Mason Daugherty <github@mdrxy.com>
2026-06-05 15:14:42 -04:00
..
2026-06-05 10:49:33 -04:00

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