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Preheat oven to 450°F. Strain tomatoes, reserving juices. Spread in a single layer on a sheet pan. Sprinkle with salt and pepper and drizzle 1/4 c olive oil over tomatoes. Roast until caramelized, about 15 minutes.
In a medium sauté pan, heat remaining olive oil over medium heat. Add garlic, yellow onion, carrots and celery and cook until softened, about 8 minutes. Add roasted tomatoes, reserved tomato juice, chicken broth and bay leaves. Reduce heat and simmer for 15 -20 minutes. Add basil and heavy cream, stirring to combine; remove bay leaves. In a food processor or using a hand blender, purée until smooth.
Serve with warm crusty bread.
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